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Lipshutz Group – Professor Product Portal

Professor Bruce Lipshutz

Prof. Bruce Lipshutz and co-workers have developed designer surfactants to allow several classes of transformations (e.g., Suzuki-Miyaura, Olefin Metathesis, 1,4-Addition to Enones) to be performed in water. Three generations – PTS, TPGS-750-M (neat and aqueous solution), and Nok – are available in our catalog and encapsulate the reactive species within a micelle, allowing for efficient reactivity at room temperature.

Prof. Lipshutz is also known for work with organocopper reagents. Some have been commercialized, including the "cuprate in a bottle" (324175) and "CuH in a bottle" (762458). His group has contributed several reagents that are used routinely in the community, such as the SEM protecting group precursor SEM-Cl (238902) and Mitsunobu coupling reagent DCAD (680850) as a recoverable alternative to DEAD.

Lipshutz Group Website

Recent papers from the Lipshutz Group

Lipshutz BH, Gallou F, Handa S. 2016. Evolution of Solvents in Organic Chemistry. ACS Sustainable Chem. Eng.. 4(11):5838-5849. https://doi.org/10.1021/acssuschemeng.6b01810

Klumphu P, Lipshutz BH. 2014. ?Nok?: A Phytosterol-Based Amphiphile Enabling Transition-Metal-Catalyzed Couplings in Water at Room Temperature. J. Org. Chem.. 79(3):888-900. https://doi.org/10.1021/jo401744b

Moser R, Ghorai S, Lipshutz BH. 2012. Modified Routes to the ?Designer? Surfactant PQS. J. Org. Chem.. 77(7):3143-3148. https://doi.org/10.1021/jo202564b

Lu G, Voigtritter KR, Cai C, Lipshutz BH. 2012. Ligand effects on the stereochemistry of Stille couplings, as manifested in reactions of Z-alkenyl halides. Chem. Commun.. 48(69):8661. https://doi.org/10.1039/c2cc33294a

Lu G, Voigtritter KR, Cai C, Lipshutz BH. 2012. Ligand Effects on the Stereochemical Outcome of Suzuki?Miyaura Couplings. J. Org. Chem.. 77(8):3700-3703. https://doi.org/10.1021/jo300437t

DISCIPLINES

Organic Synthetic Chemistry
Catalysis

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