STEREOSELECTIVE APPROACH TO OPTICALLY PURE SYN 2-AMINO ALCOHOL DERIVATIVES

Authors
DEBLAS J CARRETERO JC DOMINGUEZ E
Citation
J. Deblas et al., STEREOSELECTIVE APPROACH TO OPTICALLY PURE SYN 2-AMINO ALCOHOL DERIVATIVES, Tetrahedron letters, 35(26), 1994, pp. 4603-4606
Citations number
23
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
35
Issue
26
Year of publication
1994
Pages
4603 - 4606
Database
ISI
SICI code
0040-4039(1994)35:26<4603:SATOPS>2.0.ZU;2-R
Abstract
A highly stereoselective procedure for the preparation of a variety of syn 2-amino alcohol derivatives from enantiopure E-gamma-hydroxy-alph a,beta-unsaturated phenyl sulfones is described. The method is based o n an intramolecular carbamate cyclization, followed by functionalizati on at alpha-position by reaction of the sulfonyl carbanion with electr ophiles, and subsequent elimination of the sulfonyl group.