Catalytic Enantioselective Negishi Reactions of Racemic Secondary Benzylic Halides
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- 8 July 2005
- journal article
- Published by American Chemical Society (ACS) in Journal of the American Chemical Society
- Vol. 127 (30) , 10482-10483
- https://doi.org/10.1021/ja053751f
Abstract
This report describes the first enantioselective cross-couplings of racemic secondary benzylic halides, specifically, nickel-catalyzed Negishi reactions of bromides and chlorides. The catalyst components are commercially available and air-stable, and the reaction is not highly oxygen- or moisture-sensitive (it can be set up in the air). The method has been applied to the catalytic enantioselective synthesis of intermediates employed by others in the generation of bioactive compounds (e.g., trikentrin A and an androgen receptor agonist).Keywords
This publication has 4 references indexed in Scilit:
- One-Pot Preparation of Subnanometer-Sized Gold Clusters via Reduction and Stabilization by meso-2,3-Dimercaptosuccinic AcidJournal of the American Chemical Society, 2003
- Discovery of a Potent, Orally Active, Nonsteroidal Androgen Receptor Agonist: 4-Ethyl-1,2,3,4-tetrahydro-6- (trifluoromethyl)-8-pyridono[5,6-g]- quinoline (LG121071)Journal of Medicinal Chemistry, 1999
- Total Synthesis of (±)-Iso-trans-trikentrin BAustralian Journal of Chemistry, 1998
- Evidence for the participation of aspartic acid-194 in a new acylation-deacylation reaction of .alpha.-chymotrypsinJournal of the American Chemical Society, 1972