Diastereoselective synthesis of alpha-substituted beta-amidophosphonates

A simple and general asymmetric synthesis of beta -amidophosphonates is described. The method involves the highly selective addition (up to 95% d.e.) of diethyl phosphite to various chiral alpha,beta -unsaturated carboxylic amides derived from chiral aminoalcohols. (C) 2001 Elsevier Science Ltd. All...

Full description

Saved in:
Bibliographic Details
Published inTetrahedron letters Vol. 42; no. 6; pp. 1025 - 1028
Main Authors Castelot-Deliencourt, G, Pannecoucke, Quirion, JC
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier 05.02.2001
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
Michael addition
ANTAGONIST
ASYMMETRIC CONJUGATE ADDITION
CHIRAL OXAZOLINES
RECEPTOR
ORGANOLITHIUM REAGENTS
PHOSPHONIC-ACIDS
asymmetric synthesis
3-SUBSTITUTED ALKANOIC ACIDS
GABA
MICHAEL ADDITIONS
phosphonic acids and derivatives
GRIGNARD-REAGENTS
Online AccessGet full text

Cover

More Information
Summary:A simple and general asymmetric synthesis of beta -amidophosphonates is described. The method involves the highly selective addition (up to 95% d.e.) of diethyl phosphite to various chiral alpha,beta -unsaturated carboxylic amides derived from chiral aminoalcohols. (C) 2001 Elsevier Science Ltd. All rights reserved.
ISSN:0040-4039
DOI:10.1016/S0040-4039(00)02145-6