Issue 24, 2009

Asymmetric synthesis of 4H-1,3-oxazines: enantioselective reductive cyclization of N-acylated β-amino enones with trichlorosilane catalyzed by chiral Lewis bases

Abstract

N-Acylated β-amino enones reductively cyclize by treatment with trichlorosilane and a chiral Lewis base catalyst to afford optically active 4H-1,3-oxazines, which can be transformed to other chiral compounds without racemization.

Graphical abstract: Asymmetric synthesis of 4H-1,3-oxazines: enantioselective reductive cyclization of N-acylated β-amino enones with trichlorosilane catalyzed by chiral Lewis bases

Supplementary files

Article information

Article type
Communication
Submitted
12 Mar 2009
Accepted
16 Apr 2009
First published
11 May 2009

Chem. Commun., 2009, 3585-3587

Asymmetric synthesis of 4H-1,3-oxazines: enantioselective reductive cyclization of N-acylated β-amino enones with trichlorosilane catalyzed by chiral Lewis bases

M. Sugiura, M. Kumahara and M. Nakajima, Chem. Commun., 2009, 3585 DOI: 10.1039/B905102C

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