Stereoselective reactions with imines

Citation
Lx. Dai et al., Stereoselective reactions with imines, PUR A CHEM, 71(6), 1999, pp. 1033-1040
Citations number
35
Categorie Soggetti
Chemistry
Journal title
PURE AND APPLIED CHEMISTRY
ISSN journal
00334545 → ACNP
Volume
71
Issue
6
Year of publication
1999
Pages
1033 - 1040
Database
ISI
SICI code
0033-4545(199906)71:6<1033:SRWI>2.0.ZU;2-H
Abstract
By the activation of general imines or using activated imines (N-tosylimine s or N-diphenyl-phosphinoylimines), we developed three types of stereoselec tive reactions with imines: aldol reaction, allylation, and aziridiantion, and optically active 2-imidazolines and aziridines were obtained. According to experimental evidences, Sakurai-Hosomi reactions in the presence of cat alytic amount of TBAF was demonstrated to be a fluoride-triggered autocatal ytic mechanism. In addition, optically active 2,3-diamino acids were also s ynthesised conveniently by chemical transformations of 2-imidazolines.