Issue 40, 2010

Direct asymmetric bromination of aldehydes catalyzed by a binaphthyl-based secondary amine: highly enantio- and diastereoselective one-pot synthesis of bromohydrins

Abstract

One-pot stereoselective synthesis of bromohydrins as a useful chiral building block was achieved by the reaction of Grignard reagents with optically active α-bromoaldehydes, which were in situ generated by direct asymmetric bromination of aldehydes catalyzed by a binaphthyl-based secondary amine (S)-3.

Graphical abstract: Direct asymmetric bromination of aldehydes catalyzed by a binaphthyl-based secondary amine: highly enantio- and diastereoselective one-pot synthesis of bromohydrins

Supplementary files

Article information

Article type
Communication
Submitted
23 Jul 2010
Accepted
18 Aug 2010
First published
10 Sep 2010

Chem. Commun., 2010,46, 7590-7592

Direct asymmetric bromination of aldehydes catalyzed by a binaphthyl-based secondary amine: highly enantio- and diastereoselective one-pot synthesis of bromohydrins

T. Kano, F. Shirozu and K. Maruoka, Chem. Commun., 2010, 46, 7590 DOI: 10.1039/C0CC02739A

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