MAPPING THE STEREOCHEMICAL COURSE OF CARBONYL PHOSPHONYLATION VIA CHIRAL PHOSPHORODIAMIDITES

Authors
CAIN MJ BAIRD CA KEE TP
Citation
Mj. Cain et al., MAPPING THE STEREOCHEMICAL COURSE OF CARBONYL PHOSPHONYLATION VIA CHIRAL PHOSPHORODIAMIDITES, Tetrahedron letters, 35(46), 1994, pp. 8671-8674
Citations number
29
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
35
Issue
46
Year of publication
1994
Pages
8671 - 8674
Database
ISI
SICI code
0040-4039(1994)35:46<8671:MTSCOC>2.0.ZU;2-T
Abstract
The asymmetric phosphonylation of aldehydes via chiral phosphorodiamid ites has been examined as a function of the steric profile of the chir al auxiliary employed. Comparison of N-Me and N-Pr-i-(1R,2S)-ephedrine auxiliaries reveals that the latter results in a consistently stronge r preference for (S-P,S-C) product stereochemistry than the former.