Enantioselective synthesis of alpha-methyl-beta-aminoacid derivatives via aza-aldol reaction of acylcamphorsultana enolates

Authors
McLaren, AB Sweeney, JB
Citation
Ab. Mclaren et Jb. Sweeney, Enantioselective synthesis of alpha-methyl-beta-aminoacid derivatives via aza-aldol reaction of acylcamphorsultana enolates, SYNLETT, (11), 2000, pp. 1625-1627
Citations number
23
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
SYNLETT
ISSN journal
09365214 → ACNP
Issue
11
Year of publication
2000
Pages
1625 - 1627
Database
ISI
SICI code
0936-5214(200011):11<1625:ESOADV>2.0.ZU;2-#
Abstract
The aza-aldol reaction of the chiral enolate derived from (2S)-N-propionoyl camphor sultam 1 with certain N-diphenylphosphinyl imines furnishes N-(2R, 3R-alpha -methyl-beta -diphosphinylamido)acylsultams, in acceptable to goo d yields and with virtually complete diastereo- and enantiocontrol. The met hod represents an operationally-simple route for preparation of alpha -meth yl-beta -aminoacids from readily-available starting materials.