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Synthesis of vicinal amino alcohols via a tandem acylnitrene aziridination-aziridine ring opening

Authors :
Bergmeier, Stephen C.
Stanchina, Dionne M.
Source :
Journal of Organic Chemistry. June 27, 1997, Vol. 62 Issue 13, p4449, 8 p.
Publication Year :
1997

Abstract

A novel method of synthesizing vicinal amino alcohols through a tandem ring opening of acylnitrene aziridination-aziridine was designed. The design featured an intramolecular aziridination reaction to form a bicyclic aziridine which was then reacted with the desired nucleophile to produce vicinal amino alcohols. It was found that the nucleophilic attack occurred only at the least substituted carbon of the aziridine ring.

Details

ISSN :
00223263
Volume :
62
Issue :
13
Database :
Gale General OneFile
Journal :
Journal of Organic Chemistry
Publication Type :
Academic Journal
Accession number :
edsgcl.19993174