Journal article
Dimethylmalonyltrialkylphosphoranes: New General Reagents for Esterification Reactions Allowing Controlled Inversion or Retention of Configuration on Chiral Alcohols
Abstract
A new class of trialkylphosphorane has been prepared through reaction of a trialkylphosphine with 2-chlorodimethylmalonate in the presence of triethylamine. These new reagents promote the condensation reaction of carboxylic acids with alcohols to provide esters along with trialkylphosphine oxide and dimethylmalonate. The condensation reaction of chiral secondary alcohols can be controlled to give either high levels of inversion or retention …
Authors
McNulty J; Capretta A; Laritchev V; Dyck J; Robertson AJ
Journal
The Journal of Organic Chemistry, Vol. 68, No. 4, pp. 1597–1600
Publisher
American Chemical Society (ACS)
Publication Date
February 1, 2003
DOI
10.1021/jo026639y
ISSN
0022-3263