A HIGHLY EFFICIENT ASYMMETRIC-SYNTHESIS OF BETA-AMINOPHOSPHONIC ACIDSVIA ADDITION OF ALPHA-PHOSPHONATE CARBANIONS TO CHIRAL, ENANTIOPURE SULFINIMINES

Authors
MIKOLAJCZYK M LYZWA P DRABOWICZ J WIECZOREK MW BLASZCZYK J
Citation
M. Mikolajczyk et al., A HIGHLY EFFICIENT ASYMMETRIC-SYNTHESIS OF BETA-AMINOPHOSPHONIC ACIDSVIA ADDITION OF ALPHA-PHOSPHONATE CARBANIONS TO CHIRAL, ENANTIOPURE SULFINIMINES, Chemical communications, (13), 1996, pp. 1503-1504
Citations number
25
Categorie Soggetti
Chemistry
Journal title
Chemical communications → ACNP
ISSN journal
13597345
Issue
13
Year of publication
1996
Pages
1503 - 1504
Database
ISI
SICI code
1359-7345(1996):13<1503:AHEAOB>2.0.ZU;2-1
Abstract
Addition of alpha-phosphonate carbanions to (S)-sulfinimines 1 affords N-sulfinyl beta-aminophosphonates 2 in a diastereoisomeric ratio from 5:1 to 10:1; the major diastereoisomers of 2, after separation, are c onverted to the corresponding beta-aminophosphonates 3 or to (+)-beta- amino-beta-phenylethane phosphonic acid 4, whose absolute configuratio n was established as (R) by X-ray crystallography.