Bruce H. Lipshutz
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Lipshutz received his undergraduate degree in chemistry from Binghamton University in 1973. His graduate work was supervised by Harry H. Wasserman at Yale. After a PhD degree in 1977, he spent two years at Harvard as a post-doctoral researcher in the group of Nobel Laureate E. J. Corey. Soon after, he accepted a position of Assistant Professor at UCSB rising to the ranks of Professor in 1987. He has received the Alfred P. Sloan Foundation Fellowship and the Camille & Henry Dreyfus Teacher-Scholar Award. In 2011 he was awarded Presidential Green Chemistry Award. He is Co-founder of Zymes LLC.
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Contributions
Reagents
- Aqueous Micellar Catalysis using TPGS-750-M and Nok.
- Sustainable Palladium catalysis.
- 2-(Trimethylsilyl)ethoxymethyl chloride: hydroxyl protecting group, selectively cleaved with fluoride ion under mild conditions.
- Di-(4-chlorobenzyl)azodicarboxylate (DCAD): recyclable and convenient alternative to diethyl azodicarboxylate (DEAD) or diisopropyl azodicarboxylate (DIAD) in Mitsunobu reaction.
- Ligated copper hydride.
- Heterogeneous catalysts: nickel-on-charcoal, copper-on-charcoal, nickel-in-graphite, copper+nickel-on-charcoal.
Methodologies
- Higher-order organocuprates (Lipshutz cuprates).
- Chiral and achiral conjugate reductions.
- Catalyst development for ppm Pd-catalyzed C-C couplings in water at ambient
- Use of nonionic amphiphiles for transition metal-mediated cross coupling in organic synthesis.
- Low-cost synthesis of Coenzyme Q10.
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