PREPARATION OF N-H AZIRIDINES IN HIGH ENANTIOMERIC EXCESS BY IN-SITU AZIRIDINE-AZIRINE-AZIRIDINE INTERCONVERSION

Authors
ATKINSON RS COOGAN MP LOCHRIE IST
Citation
Rs. Atkinson et al., PREPARATION OF N-H AZIRIDINES IN HIGH ENANTIOMERIC EXCESS BY IN-SITU AZIRIDINE-AZIRINE-AZIRIDINE INTERCONVERSION, Chemical communications, (6), 1996, pp. 789-790
Citations number
9
Categorie Soggetti
Chemistry
Journal title
Chemical communications → ACNP
ISSN journal
13597345
Issue
6
Year of publication
1996
Pages
789 - 790
Database
ISI
SICI code
1359-7345(1996):6<789:PONAIH>2.0.ZU;2-W
Abstract
Aziridine 6 is produced highly diastereoselectively by treatment of en antiopure 3-acetoxyaminoquinazolinone 4 (QNHOAc) with beta-trimethyls ilylstyrene: desilylative elimination of Q and in situ addition of cy anide to the intermediate azirine gives the NH-aziridine 8 of 83% ee.