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J Am Chem Soc. 2005 Aug 3;127(30):10482-3.

Catalytic enantioselective Negishi reactions of racemic secondary benzylic halides.

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1
Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA.

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).

PMID:
16045323
DOI:
10.1021/ja053751f
[Indexed for MEDLINE]

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