Citation
P. Marchand et al., The first asymmetric synthesis of alpha-sulfanylphosphonates, ORG LETT, 2(24), 2000, pp. 3757-3759
Citations number
18
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060
→ ACNP
Volume
2
Issue
24
Year of publication
2000
Pages
3757 - 3759
Database
ISI
SICI code
1523-7060(20001130)2:24<3757:TFASOA>2.0.ZU;2-#
Abstract
Diastereoselectivity of up to 88% was achieved for the synthesis of an alph
a -mercapto gamma -unsaturated phosphonate using the readily available chir
al dimenthylphosphonyl ester group and a carbanionic [2,3]-sigmatropic rear
rangement, Absolute configuration of the newly formed chiral center of this
nonracemic thiol was determined, and the corresponding phosphono thiolane
and thiolane S-oxide were also stereoselectively prepared.