REGIOSELECTIVITY OF RING-OPENING REACTIONS OF OPTICALLY-ACTIVE N-ACETYL-2-METHOXYCARBONYLAZIRIDINE

Authors
BUCCIARELLI M FORNI A MORETTI I PRATI F TORRE G
Citation
M. Bucciarelli et al., REGIOSELECTIVITY OF RING-OPENING REACTIONS OF OPTICALLY-ACTIVE N-ACETYL-2-METHOXYCARBONYLAZIRIDINE, Tetrahedron : asymmetry, 6(8), 1995, pp. 2073-2080
Citations number
11
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
6
Issue
8
Year of publication
1995
Pages
2073 - 2080
Database
ISI
SICI code
0957-4166(1995)6:8<2073:RORROO>2.0.ZU;2-P
Abstract
(S)-(-)-N-acetyl-2-methoxycarbonylaziridine 1 undergoes easy ring-open ing by Bronsted acids or nucleophiles in the presence of a Lewis acid catalyst. The regioselectivity is not always exclusive, affording opti cally active alpha- and beta-aminoacids.