A NEW ENANTIOSELECTIVE SYNTHETIC APPROACH TO BETA-AMINOTHIO-COMPOUNDSVIA ENANTIOSELECTIVE REDUCTION OF N,S-HETEROCYCLIC IMINES

Authors
REINERS I GROGER H MARTENS J
Citation
I. Reiners et al., A NEW ENANTIOSELECTIVE SYNTHETIC APPROACH TO BETA-AMINOTHIO-COMPOUNDSVIA ENANTIOSELECTIVE REDUCTION OF N,S-HETEROCYCLIC IMINES, Journal fur praktische Chemie, Chemiker-Zeitung, 339(6), 1997, pp. 541-546
Citations number
38
Categorie Soggetti
Chemistry,"Chemistry Applied
Journal title
Journal fur praktische Chemie, Chemiker-Zeitung → ACNP
ISSN journal
09411216
Volume
339
Issue
6
Year of publication
1997
Pages
541 - 546
Database
ISI
SICI code
0941-1216(1997)339:6<541:ANESAT>2.0.ZU;2-O
Abstract
The enantioselective reduction of N,S-heterocyclic imines, namely thia zolines la,b and 2H-1,4-benzothiazine Ic, via three different reductio n methods is reported. The influence of reaction parameters, substitue nts, and the type of heterocycle was investigated. Reduction of the pr ochiral imines led to the corresponding amine derivatives 2, 10, 12 an d 14. The best result was obtained by stoichiometric enantioselective reduction of Ic with 44% ee.