Synthesis 2002(16): 2338-2340
DOI: 10.1055/s-2002-35225
SHORTPAPER
© Georg Thieme Verlag Stuttgart · New York

One-Pot Synthesis of New Chiral Sulfides and Selenides Containing Oxazolidines­: Catalyst in the Enantioselective Addition of Diethylzinc to Benzaldehyde­

Antonio L. Braga*a, Oscar E. D. Rodriguesa, Marcio W. Paixãoa, Helmoz R. Appeltb, Claudio C. Silveiraa, Diana P. Bottegaa
a Departamento de Química, Universidade Federal de Santa Maria, 97105-900, Santa Maria, RS, Brazil
e-Mail: albraga@quimica.ufsm.br;
b Centro Universitário Franciscano, Rua dos Andradas, 1614 - Centro 97010-032, Santa Maria, RS, Brazil
Further Information

Publication History

Received 15 July 2002
Publication Date:
04 November 2002 (online)

Abstract

A new easily accessible class of chiral sulfides 1 and selenides 2 containing oxazolidine was prepared from amino acids. They were used as chiral ligands in the catalytic asymmetric addition of diethylzinc to benzaldehyde to give the corresponding secondary alcohols in up to 80% ee with an R-configuration.