J. Org. Chem. 2024, 89, 23, 17331–17337

Following Nature’s Lead. Designing a Very Simple yet Effective Ligand System Applicable to Pd-Catalyzed Cross Couplings…in Water

Oftadeh, E.; Baumann, M.; Ortiz, M.; Mamo, K.; Boeira, E.; Nguyen, S.; Aue, D. H.; and Lipshutz B. H.

ChemRxiv. 2024; doi: 10.26434/chemrxiv-2024-mj25f

Article

Environmentally friendly Miyaura Borylations allowing for green, 1-pot borylation/Suzuki-Miyaura couplings

Nelson, C. B.; L'Heureux, S. J.; Wong, M. J.; Kuhn, S. L.; Ghigletti, E.; and Lipshutz B. H.

Rapid aminations of functionalized aryl fluorosulfates in water

Iyer, K. S.; Dismuke Rodriguez, K. B.‡; Lammert, R. M.‡; Yirak, J. R.; Saunders, J. M.; Kavthe, R. D.; Aue, D. H.; and Lipshutz, B. H.

Palladium-Catalyzed Aminations in Flow... on Water

Wong, M. J.; Oftadeh, E.; Saunders, J. M.; Wood, A. B.; and Lipshutz, B. H.

Challenging cross couplings, in water, aided by in-situ iodination of (hetero)aromatic bromides

Article

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Article

Commentary

Facile, green, and functional group-tolerant reductions of carboxylic acids...in water

Iyer, K. S.; Nelson, C. B.; and Lipshutz, B. H.

Article

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Freiberg, K. M.; Kavthe, R. D.; Thomas, R. M.; Fialho, D. M.; Dee, P.; Scurria, M.; and Lipshutz, B. H.

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An Efficient & Sustainable Synthesis of the Antimalarial Drug Tafenoquine

Kavthe, R. D.; Kincaid, J. R. A.; Lipshutz, B. H.

A Sustainable Synthesis of the SARS-CoV-2 M^pro Inhibitor Nirmatrelvir, the Active Ingredient in Paxlovid

Kincaid, J. R. A.^‡; Caravez, J. C.^‡; Iyer, K. S.^‡; Kavthe, R. D.; Fleck, N.; Aue, D. H.; Lipshutz, B. H.

Article

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ppm Pd-Containing Nanoparticles as Catalysts for Negishi Couplings…in Water

Hu, Y.; Wong, M.; Lipshutz, B. H.

An environmentally responsible route to tezacaftor, a drug for treatment of cystic fibrosis prepared in water via ppm Au catalysis as entry to 2-substituted indoles

Fleck, N.; Thomas, R. M.; Müller, M.; Grimme, S.; Lipshutz, B. H.

Impact of Aqueous Micellar Media on Biocatalytic Transformations Involving Transaminase (ATA); Applications to Chemoenzymatic Catalysis

Dussart-Gautheret, J.; Yu, J.; Ganesh, K.; Rajendra, G.; Gallou, F.; Lipshutz, B. H.

Allylations of Aryl/Heteroaryl Ketones: Neat, Clean, and Green. Applications to Targets in the Pharma- and Nutraceutical Industries

Li, X.; Wood, A.; Lee, N.; Gallou, F.; Lipshutz, B. H.

An Environmentally Responsible and Cost-effective Synthesis of the Antimalarial Drug Pyronaridine 

An Environmentally Responsible Synthesis of the Antitumor Agent Lapatinib (Tykerb)

Yu, J.; Iyer, K. S.; Lipshutz, B. H.

Dehydration of primary amides to nitriles in water. Late-stage functionalization and 1-pot multistep chemoenzymatic processes under micellar catalysis conditions

Wood, A. B.; Kincaid, J. R. A.; Lipshutz, B. H.

Lipase-catalyzed esterification in water enabled by nanomicelles. Applications to 1-pot multi-step sequences

Singhania, V.; Cortes-Clerget, M.;Dussart-Gautheret, J.; Akkachairin, B.; Yu, J.; Akporji, N; Gallou, G; Lipshutz, B. H.

Chem. Sci. 13, 1440

High Turnover Pd/C Catalyst for Nitro Group Reductions in Water. One-Pot Sequences and Syntheses of Pharmaceutical Intermediates

Li, X.; Thakore, R. R.; Takale, B. S.; Gallou, F.; Lipshutz, B. H.

Bisulfite addition compounds as educts for reductive aminations in water

Li, X.; Iyer, K.S.; Thakore, R. R.; Bailey, J. D.; Leahy, D. K.; Lipshutz, B. H.

Org. Lett. 23, 7205

Continuous Slurry Plug Flow Fe/ppm Pd Nanoparticle-Catalyzed Suzuki-Miyaura Couplings in Water Utilizing Novel Solids Handling Equipment

Wood, A. B., Plummer, S., Robinson, R. I., Smith, M., Chang, J., Gallou, F., Lipshutz, B. H.

Green Chem. 23, 7724

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Nanomicelle-enhanced, asymmetric ERED-catalyzed reductions of activated olefins. Applications to 1-pot chemo- and bio-catalysis sequences in water

Akporji, N., Singhania, V., Dussart-Gautheret, J., Gallou, F., Lipshutz, B. H.

Wood, A. B., Roa, D. E, Gallou, F., Lipshutz, B. H.

Copper-Catalyzed Asymmetric Reductions of Aryl/Heteroaryl Ketones under Mild Aqueous Micellar Conditions

Fialho, D. M., Etemadi-Davan, E., Langner, O. C., Takale, B. S., Gadakh, A., Sambasivam, G., Lipshutz, B. H.

“TPG-lite”: a new, simplified “designer” surfactant for general use in synthesis under micellar catalysis conditions in recyclable water

Thakore, R. R., Takale, B. S., Hu, Y., Kostal, J., Gallou, F., Lipshutz, B. H.

"Water-Sculpting of a Heterogeneous Nanoparticle Pre-catalyst for Mizoroki-Heck Couplings Under Aqueous Micellar Catalysis Conditions"

Pang, H., Hu, Y., Yu, J., Gallou, F., Lipshutz, B. H.

"Mild and robust Stille reactions in water using ppm levels of a new triphenylphosphine-based palladacycle"

Takale, B. S., Thakore, R. R., Casotti, G., Li, X., Gallou, F., Lipshutz, B. H. 

Angew. Chem. Int. Ed. 60, 4158

Hot Article

"Late-stage Pd-catalyzed cyanations of aryl/heteroaryl halides in aqueous micellar media"

Thakore, R. R., Takale, B. S., Singhania, V., Gallou, F., Lipshutz, B. H. 

ChemCatChem. 13, 212

"Safe, Scalable, Inexpensive, and Mild Nickel‐Catalyzed Migita‐like C–S Cross‐Couplings in Recyclable Water"

Yu, T., Pang, H., Cao, Y., Gallou, F., Lipshutz, B. H. 

"Environmentally responsible, safe, and chemoselective catalytic hydrogenation of olefins: ppm level Pd catalysis in recyclable water at room temperature"

Takale, B. S., Thakore, R. R., Gao, E. S., Gallou, F. Lipshutz, B. H.

Green Chem. 22, 6055

Hot Article 

"1-Pot synthesis of indoles and pyrazoles via Pd-catalyzed couplings/cyclizations enabled by aqueous micellar catalysis"

Landstrom, E., Akporji, N., Gabriel, C. M., Lee, N. R., Braga, F. C., Lipshutz, B. H. 

"Chemoselective Reductive Aminations in Aqueous Nanoreactors Using Parts per Million Level Pd/C Catalysis"

Thakore, R. R., Takale, B. S., Casotti, G., Gao, E. S., Jin, H. S., Lipshutz, B. H. 

"Sustainable Palladium-Catalyzed Tsuji−Trost Reactions Enabled by Aqueous Micellar Catalysis"

Lee, N. R., Moghadam, F. A., Braga, F. C., Lippincott, D. J., Zhu, B., Gallou, F., Lipshutz, B. H. 

"Nickel Nanoparticle-Catalyzed Mono- and Di-Reductions of gem-Dibromocyclopropanes Under Mild, Aqueous Micellar Conditions"

Wood, A. B., Cortes-Clerget, M., Kincaid, J. R. A., Akkachairin, B., Singhania, V., Gallou, F., Lipshutz, B. H. 

"Sustainable and Cost-Effective Suzuki–Miyaura Couplings toward the Key Biaryl Subunits of Arylex and Rinskor Active"

Takale, B. S., Thakore, R. R., Irvine, M. N., Schuitman, A., Li, X., Lipshutz, B. H.

"Continuous Flow Suzuki-Miyaura Couplings in Water Under Micellar Conditions in a CSTR Cascade Catalyzed by Fe/ppm Pd Nanoparticles"

Wood, A. B., Nadiwale, K. Y., Mo, Y., Jin. B., Pomberger, A., Schultz, V. L., Gallou, F., Jensen, K. F., Lipshutz, B. H.

"N₂Phos – an easily made, highly effective ligand designed for ppm level Pd-catalyzed Suzuki– Miyaura cross couplings in water"

Akporji, N., Thakore, R. R., Cortes-Clerget, M., Anderson, J., Landstrom, E., Aue, D. H., Gallou, F., Lipshutz, B. H. 

"Surfactant Technology: With New Rules, Designing New Sequences Is Required!"

Lippincott, D., Landstrom, E., Cortes-Clerget, M., Lipshutz, B. H., Buescher, K., Schreiber, R., Durano, C., Parmentier, M., Ye, N., Shi, M., Yang, H., Andersson, M., Gallou, F.

"A Sustainable 1-pot, 3-step Synthesis of Boscalid using Part Per Million Level Pd Catalysis in Water"

Takale, B. S., Thakore, R. R., Mallarapu, R., Gallou, F., Lipshutz, B. H.

"An environmentally responsible 3-pot, 5-step synthesis of the antitumor agent sonidegib using ppm levels of Pd catalysis in water"

Takale, B. S., Thakore, R. R., Kong, F. Y., Lipshutz, B. H.

"N,C-Disubstituted Biarylpalladacycles as Pre-catalysts for ppm Pd-catalyzed Cross Couplings in Water Under Mild Conditions"

Thakore, R. R., Takale, B. S., Gallou, F., Reilly, J., Lipshutz, B. H.

"Fe-catalyzed reductive couplings of terminal (hetero)aryl alkenes and alkyl halides under aqueous micellar conditions"

Pang, H., Wang, Y., Gallou, F., Lipshutz, B. H. 

"Discovery-Based SNAr Experiment in Water Using Micellar Catalysis"

Landstrom, E. B., Nichol, M., Lipshutz, B. H., Gainer, M. J.

"Sustainable ppm Level Palladium-Catalyzed Aminations in Nanoreactors Under Mild, Aqueous Conditions"

Zhang, Y., Takale, B. S., Gallou, F., Reilly, J., Lipshutz, B. H. 

"Selective Deprotection of the Diphenylmethylsilyl (DPMS) Hydroxyl Protecting Group Under Environmentally Responsible, Aqueous Conditions"

Akporji, N., Lieberman, J., Maser, M., Yoshimura, M., Boskovic, Z., Lipshutz, B. H.

"Synergistic Effects of ppm Levels of Palladium on Natural Clinochlore: a New Reagent for Reductions of Nitroarenes"

Gholinejad, M., Oftadeh, E., Shojafar, M., Sansano, J. M., and Lipshutz, B. H. 

"Atroposelective Total Synthesis of the Fourfold ortho-Substituted Naphthyltetrahydroisoquinoline Biaryl O,N-Dimethylhamatine"

Slack, E. D., Seupel, R., Aue, D. H., Bringmann, G., and Lipshutz, B. H.

Takale, B. S., Thakore, R. R., Handa, S., Gallou, F., Reilly, J. and Lipshutz, B. H.

"MC-1. A “designer” surfactant engineered for peptide synthesis in water at room temperature"

Cortes-Clerget, M., Spink, S. E., Gallagher, G. P., Chaisemartin, L., Filaire, E., Berthon, J-Y., and Lipshutz, B. H.

Bridging the gap between transition metal- and bio-catalysis via aqueous micellar catalysis

Cortes-Clerget, M.; Akporji, N.; Zhou, J.; Gao, F.; Guo, P.; Parmentier, M.; Gallou, F.; Berthon, J-Y.; Lipshutz, B. H.

Nat. Comm. 10, 2169

Article

Behind the paper

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Synthetic chemistry in water: applications to peptide synthesis and nitro-group reductions

Cortes-Clerget, M.; Lee, N. R.; Lipshutz, B. H.

Coolade. A Low-Foaming Surfactant for Organic Synthesis in Water

Lee, N. R.; Cortes-Clerget, M.; Wood, A.;  Lippincott, D. J.; Pang, H.; Moghadam, F.; Gallou, F.; Lipshutz, B.H.

Sonogashira Couplings Catalyzed by Fe Nanoparticles Containing ppm Levels of Reusable Pd, under Mild Aqueous Micellar Conditions

Handa, S.; Bo, J.; Bora, P. P.; Wang, Y.; Zhang, X.; Gallou, F.; Reilly, J.; Lipshutz, B. H.

ppm Pd-Catalyzed, Cu-free Sonogashira couplings in water using commercially available catalyst precursors

Bo, J.; Gallou, F.; Reilly, J.; Lipshutz, B. H.

Chem. Sci. 10, 3481.

Highlighted in ChemSci Pick of the Week

Article

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Copper-Catalyzed Oxidative Cleavage of Electron-Rich Olefins in Water at Room Temperature

Lippincott, D. J.; Trejo-Soto, P. J.; Gallou, F.; Lipshutz, B. H.

Synthesis of Functionalized 1,3-Butadienes via Pd-Catalyzed Cross-Couplings of Substituted Allenic Esters in Water at Room Temperature

Lippincott, D. J.; Linstadt, R. T. H.; Maser, M. R.; Gallou, F.; Lipshutz, B. H.

Org. Lett., 20, 4719.

EvanPhos. A New Ligand for ppm Pd-Catalyzed Suzuki-Miyaura Coupling in Either Organic Solvent or Water

Landstrom, E. B.; Handa, S.; Aue, D. H.; Gallou, F.; Lipshutz, B. H.

Green Chem. 20, 3436

B-Alkyl sp3-sp2 Suzuki-Miyaura Couplings Under Mild Aqueous Micellar Conditions

Lee, N. R.; Linstadt, R. T. H.; Gloisten, D. J.; Gallou, F.;  Lipshutz, B. H.

Structure of Nanoparticles Derived from Designer Surfactant TPGS-750-M in Water, as Used in Organic Synthesis

Andersson, M.; Gallou, F.; Klumphu, P.; Takale, B.,  Lipshutz, B. H.

Chem. Eur. J. 24, 6778

PQS-enabled Visible-Light Iridium Photoredox Catalysis in Water at Room Temperature

Bu, M-j.; Cai, C.; Gallou, F.; Lipshutz, B. H.

Sustainable HandaPhos-ppm Palladium Technology for Copper-Free Sonogashira Couplings in Water under Mild Conditions

Handa, S.; Smith, J. D.; Zhang, Y.; Takale, B. S.; Gallou, F.; Lipshutz, B. H.

Synergistic Effects in Fe Nanoparticles doped with ppm levels of (Pd + Ni). A New Catalyst for Sustainable Nitro Group Reductions

Pang, H.; Gallou, F.; Sohn, H.; Camacho-Bunquin, J.; Delferro, M.; Lipshutz, B. H.

Carbonyl Iron Powder: A Reagent for Nitro Group Reduction Under Aqueous Micellar Catalysis Conditions

Lee, N. R.; Bikovtseva, A. A.; Cortes-Clerget, M.; Gallou, F.; Lipshutz, B. H.

A Micellar Catalysis Strategy for Suzuki-Miyaura Cross-Coupling of 2-Pyridyl MIDA Boronates: No Copper, in Water, Very Mild Conditions

Isley, N. A.; Wang, Y.; Gallou, F.; Handa, S.; Aue, D. H.; Lipshutz, B. H.

Tandem deprotection/coupling for peptide synthesis in water at room temperature

Cortes-Clerget, M.; Berthon, J-Y.; Krolikewicz-Renimel, I.; Chaisemartin, L.; Lipshutz, B. H.

Chem. Sci., 8, 6354

Fe/ppm Cu nanoparticles as a recyclable catalyst for click reactions in water at room temperature

Adenot, A.; Landstrom, E. B.; Gallou, F.; Lipshutz, B. H.

Sustainable and Scalable Fe/ppm Pd Nanoparticle Nitro Group Reductions in Water at Room Temperature

Gabriel, C. M.; Parmentier, M.; Riegert, C.; Lanz, M.; Handa, S.; Lipshutz, B. H.; Gallou, F.

Control of Chemo-, Regio-, and Enantioselectivity in Copper Hydride Reductions of Morita-Baylis-Hillman Adducts

Linstadt, R. T. H; Peterson, C. A.; Jette, C. I.; Boskovic, Z. V.; Lipshutz, B. H.

From Milligrams to Grams. SNAr Reactions in Aqueous Nanomicelles: No Dipolar Aprotic Solvents Needed

Lee, N. R.; Gallou, F.; Lipshutz, B. H.

Effects of Co-solvents on Reactions Run under Micellar Catalysis Conditions

Gabriel, C. M.; Lee, N. R.; Bigorne, F.; Klumphu, P.; Parmentier, M.; Gallou, F.; Lipshutz, B. H.

Synthesis of Functionalized [3], [4], [5] and [6]Dendralenes through Palladium-Catalyzed Cross-Couplings of Substituted Allenoates

Angew. Chem., Int. Ed. 56, 847.

Angew. Chem. 129, 865.

Synergistic and Selective Copper/ppm Pd-Catalyzed Suzuki-Miyaura Couplings: In Water, Mild Conditions, with Recycling

Safe and Selective Nitro Group Reductions Catalyzed by Sustainable and Recyclable Fe/ppm Pd Nanoparticles in Water at Room Temperature

Cationic Pd(II)-catalyzed C–H activation/cross-coupling reactions at room temperature: synthetic and mechanistic studies

HandaPhos: A General Ligand Enabling Sustainable ppm Levels of Palladium-catalyzed Cross-Couplings in Water at Room Temperature

High-performance mussel-inspired adhesives of reduced complexity

Sustainable Fe-ppm Pd nanoparticle catalysis of Suzuki-Miyaura cross-couplings in water

Handa, S.; Wang, Ye; Gallou, F.; Lipshutz, B. H.

Abstract

Article

Nucleophilic Aromatic Substitution Reactions in Water Enabled by Micellar Catalysis

Isley, N. A.; Linstadt, R. T. H.; Kelly, S. M.; Gallou, F.; Lipshutz, B. H.

Org. Lett., 17, 4734

(Outstanding Publication of the Year)

Article

Review

Nanonickel-Catalyzed Suzuki–Miyaura Cross-Couplings in Water

Handa, S.; Slack, E. D.; Lipshutz, B. H.

Kumada–Grignard-type biaryl couplings on water

Bhattacharjya, A.; Klumphu, P.; Lipshutz B. H.

Amide and Peptide Bond Formation in Water at Room Temperature

Gabriel, C. M.; Keener, M.; Gallou, F.; Lipshutz, B. H.

Reductions of Aryl Bromides in Water at Room Temperature

Fennewald, J. C.; Landstrom, E. B.; Lipshutz, B. H.

Ligand-?Free, Palladium-?Catalyzed Dihydrogen Generation from TMDS: Dehalogenation of Aryl Halides on Water

Bhattacharjya, A.; Klumphu, P.; Lipshutz, B. H.

Dehalogenation of Functionalized Alkyl Halides in Water at Room Temperature

N. A. Isley, M. S. Hageman, B. H. Lipshutz

Green Chem., 2015, 17, 893

Asymmetric Gold-Catalyzed Lactonizations in Water at Room Temperature

S. Handa, D. J. Lippincott, D. H. Aue, B. H. Lipshutz

A Palladium Nanoparticle-Nanomicelle Combination for the Stereoselective Semihydrogenation of Alkynes in Water at Room Temperature

E. D. Slack, C. M. Gabriel, B. H. Lipshutz

Stereoretentive Pd-Catalyzed Kumada-Corriu Couplings of Alkenyl Halides at Room Temperature 

A. Krasovskiy; S. Haley, K. Voidtritter, B. H. Lipshutz

Copper-catalyzed Hydrophosphinations in Water at Room Temperature

N. A. Isley, R. T. Linstadt, E. Slack, B. H. Lipshutz

Aerobic Oxidation in nanomicelles of Aryl Alkynes, in Water at Room Temperature

S. Handa, J. C. Fennewald, B. H. Lipshutz

Stereoselective Silylcuprations of Conjugated Alkynes in Water at Room Temperature

R. T. H. Linstadt, C. A. Peterson, D. J. Lippincott, C. I. Jette, B. H. Lipshutz

Selective oxidations of activated alcohols in water at room temperature

B. H. Lipshutz, M. Hageman, J. C. Fennewald, R. Linstadt, E. Slack, K. Voigtritter

Chem. Comm. 50, 11378

Article

Leveraging the Micellar Effect:  Gold-Catalyzed Dehydrative Cyclizations…in Water at Room Temperature

S. R. K. Minkler, N. A. Isley, D. J. Lippincott, N. Krause, B. H. Lipshutz

Copper-catalyzed trifluoromethylation of N-arylacrylamides “on water” at Room Temperature 

F. Yang, P. Klumphu, Y-M. Liang, B. H. Lipshutz

“Nok”: A Phytosterol-Based Amphiphile Enabling Transition Metal-Catalyzed Couplings in Water at Room Temperature 

P. Klumphu, B. H. Lipshutz

Chemoselective Reductions of Nitroaromatics in Water at Room Temperature

S. M. Kelly, B. H. Lipshutz

Installation of Protected Ammonia Equivalents onto Aromatic and Heteroaromatic Rings in Water Enabled by Micellar Catalysis

N. A. Isley, S. Dobarco, B. H. Lipshutz

Trifluoromethylations of Heterocycles in Water at Room Temperature

J. C. Fennewald, B. H. Lipshutz

Transforming Suzuki-Miyaura cross-couplings of MIDA boronates into a green technology: No Organic Solvents

N. A. Isley, F. Gallou, B. H. Lipshutz

“Click” and Olefin Metathesis Chemistry in Water at Room Temperature Enabled by Biodegradable Micelles

B. H. Lipshutz, Z. Boskovic, C. S. Crowe, V. K. Davis, H. C. Whittemore, D. A. Vosburg, and A. G. Wenzel

Stille Couplings in Water at Room Temperature

G-P. Lu, C. Cai, B. H. Lipshutz

Ligand Effects on the Stereochemistry of Stille Couplings, as Manifested in Reactions of Z-Alkenyl Halides

G-P. Lu, K. R. Voigtritter, C. Cai, B. H. Lipshutz

Ligand Effects on the Stereochemistry of Suzuki-Miyaura Couplings

G-P. Lu, K. R. Voigtritter, C. Cai, B. H. Lipshutz

Rh-Catalyzed Asymmetric 1,4-Addition Reactions in Water at Room Temperature with In-Flask Catalyst Recycling

B. H. Lipshutz, N. Isley, R. Moser, H. Leuser, B. R. Taft

Modified Routes to the “Designer” Surfactant PQS

R. Moser, S. Ghorai, B. H. Lipshutz

Organocatalysis in Water at Room Temperature with In-Flask Catalyst Recycling

B. H. Lipshutz, S. Ghorai

Regioselective reductions of b,b-disubstituted enones catalyzed by nonracemically ligated copper hydride

K. Voigtritter, N. Isley, R. Moser, D. H. Aue, B. H. Lipshutz

Gold Catalysis in Micellar Systems 

S. R. K. Minkler, B. H. Lipshutz, N. Krause

Organozinc Chemistry Under Micellar Catalysis Conditions.  Cross-Couplings Between Alkyl and Aryl Bromides in Water at Room Temperature

C. Duplais, A. Krasovskiy, and B. H. Lipshutz

Manipulating Micellar Environments for Enhancing Transition Metal-Catalyzed Cross-Couplings in Water at Room Temperature

B. H. Lipshutz, S. Ghorai, W. W. Y. Leong, R. Moser, B. R. Taft

Stereoselective Reactions Between Unbiased Alkenyl & Alkylzinc Halides:  Negishi-Plus Couplings 

A. Krasovskiy and B. H. Lipshutz

Ligand Effects in Negishi Cross-Couplings of Z-Alkenyl Halides

A. Krasovskiy, C. Duplais, B. H. Lipshutz

Enhanced Olefin Cross Metathesis Reactions:  The Copper Iodide Effect

K. Voigtritter, S. Ghorai, B. H. Lipshutz

TPGS-750-M:  A Second-Generation Amphiphile for Metal-Catalyzed Cross-Couplings in Watrer at Room Temperature

B. H. Lipshutz, S. Ghorai, A. R. Abela, R. Moser, T. Nishikata, C.Duplais, A. Krasovskiy

“On water” sp3-sp2- cross-couplings between benzylic and alkenyl halides

V. Krasovskaya, A. Krasovskiy, A. Bhattacharjya, B. H. Lipshutz

Cross-couplings of alkyl halides with heteroaromatic halides, in water at room temperature

A. Krasovskiy, I. Thome, J. Graff, V. Krasovskaya, P. Konopelski, C. Duplais, B. H. Lipshutz

Stereoselective Negishi-like Couplings of Alkenyl Halides with Alkyl Halides in Water at Room Temperature

A. Krasovskiy, C. Duplais, B. H. Lipshutz

Miyaura Borylations of Aryl Bromides in Water @ RT

B. H. Lipshutz, R. Moser, K. R. Voigtritter

Asymmetric CuH-Catalyzed 1,4-Reductions in Water @ RT

S. Huang, K. Voigtritter, J. B. Unger, B. H. Lipshutz

Enantioselective Total Synthesis of Korupensamine B

S. Huang, T. Petersen, B. H. Lipshutz

CuH-Catalyzed Enantioselective 1,2-Reductions of a,b-Unsaturated Ketones

R. Moser, Z. V. Boskovic, C. S. Crowe, B. H. Lipshutz

Cationic Pd(II) Catalyzed Fujiwara-Moritani Reactions at Room Temperature in Water

T. Nishikata, B. H. Lipshutz

Cationic Pd(II) Catalysis:  C-H Activation/Suzuki-Miyaura Couplings at Room Temperature

T. Nishikata, A. R. Abela, S. Huang, B. H. Lipshutz

Cross-Couplings Between Benzylic and Aryl Halides “On Water.”  Synthesis of Diarylmethanes

C. Duplais, A. Krasovskiy, A. Wattenberg, B. H. Lipshutz

Room Temperature C-H Activation & Cross-Coupling of Aryl Ureas in Water

T. Nishikata, A. R. Abela, B. H.  Lipshutz

UC Pd: A new form of Pd/C for Sonogashira couplings

C. Duplais, A. J. Forman, B. A. Baker, B. H. Lipshutz

PQS-2.  Ring-closing and cross-metathesis reactions on lipophilic substrates: in water only at room temperature, with in-flask catalyst recycling

B. H. Lipshutz, S. Ghorai

Pd-Catalyzed Synthesis of Allylic Silanes from Allylic Ethers

R. Moser, T. Nishikata, B. H. Lipshutz

Synthesis and Characterization of Isomeric Vinyl-1,2,3-triazole Materials by Azide-Alkyne Click Chemistry

Nulwala, H.; Takizawa, K; Odukale, A.; Khan, A.; Thibault, R. J.; Taft, B. R.; Lipshutz, B. H.; Hawker, C. J.

Cu/C-Catalyzed, Tandem 1-Pot Diazo Transfer-Click Reactions

C-T. Lee, S. Huang, and B. H. Lipshutz

Asymmetric Conjugate Reductions of Coumarins.  A New Route to Tolterodine and Related Coumarin Derivatives

B. D. Gallagher, B. R. Taft, B. H. Lipshutz

Aminations of Allylic Phenyl Ethers via Micellar Catalysis at Room Temperature in Water

T. Nishikata, B. H. Lipshutz

Zinc-Mediated, Pd-Catalyzed Cross-Couplings in Water at Room Temperature without Prior Formation of Organozinc Reagents

A. Krasovskiy, C. Duplais, B. H. Lipshutz

An (NHC)CuH-Catalyzed Entry to Allenes via Propargylic Carbonate SN2’ Reductions

C. Deutsch, B. H. Lipshutz, N. Krause

Allylic Ethers as Educts for Suzuki-Miyaura Couplings in Water at Room Temperature

T. Nishikata, B. H. Lipshutz

Aminations of Aryl Bromides in Water at Room Temperature

B H. Lipshutz, D. W. Chung, B. Rich

Amination of Allylic Alcohols in Water at Room Temperature

T. Nishikata, B. H. Lipshutz

PQS:  A Newly Designed Platform for Micellar Catalysis. RCM Reactions in Water with Catalyst Recycling

B. H. Lipshutz, S. Ghorai

A Convenient Preparation of Di-p-Chlorobenzyl Azodicarboxylate (DCAD) for Mitsunobu Couplings

B. H. Lipshutz, B. R. Taft, E. C. Swift

Deprotection of Homoallyl (hAllyl) Derivatives of Phenols, Alcohols, Acids, and Amines”

B. H. Lipshutz, S. Ghorai

“Carboalumination/Ni-catalyzed couplings. A short synthesis of verticipyrone

B. H. Lipshutz, B. Amorelli 

Total Synthesis of Piericidin A1.  Application of a Modified Negishi Carboalumination-Nickel-Catalyzed Cross-Coupling”

B. H. Lipshutz, B. Amorelli

Activated Alkenylboronates from Acetylenic Esters via CuH-Catalyzed 1,2-Addition/Transmetalation

B. H. Lipshutz, Z. V. Boskovic, D. H. Aue

Micellar Catalysis of Suzuki-Miyaura Cross-Couplings with Heteroaromatics in Water

B. H. Lipshutz, A. R. Abela

Copper + Nickel-in-Charcoal (Cu-Ni/C):  A Bimetallic, Heterogeneous Catalyst for Cross-Couplings

B. H. Lipshutz, D. M. Nihan, E. Vinogradova, B. R. Taft, Z. V. Boskovic

Nonracemic Diarylmethanols From CuH-Catalyzed Hydrosilylation of Diaryl Ketones

C-T. Lee, B. H. Lipshutz

Sonogashira Couplings of Aryl Bromides:  Room Temperature, Water Only, No Copper

B. H. Lipshutz, D. W. Chung, B. Rich

Tandem olefin metathesis-elimination reactions.  A new route to doubly unsaturated carbonyl derivatives

B. H. Lipshutz, S. Ghorai, Z. V. Boskovic

Ring-closing Metathesis at Room Temperature within Nanometer Micelles Using Water as the Only Solvent

B. H. Lipshutz, S. Ghorai, G. Aguinaldo

C-C Bond Formation Catalyzed Heterogeneously by Nickel-on-Graphite (Ni/Cg)

B. H. Lipshutz, T. Butler, E. Swift

Room Temperature Suzuki-Miyaura Couplings in Water Facilitated by Nonionic Amphiphiles

B. H. Lipshutz, T. B. Petersen, A. Abela

Heck Couplings at Room Temperature in Nanometer Aqueous Micelles

B. H. Lipshutz, B. R. Taft

Olefin Cross-Metathesis Reactions at Room Temperature Using the Nonionic Amphiphile “PTS”; Just Add Water

B. H. Lipshutz, G. T. Aguinaldo, S. Ghorai, K. Voigtritter

(BDP)CuH: A “Hot” Stryker’s Reagent for Use in Achiral Conjugate Reductions

B. A. Baker, Z. V. Boskovic, B. H. Lipshutz