CONVENIENT SYNTHESES OF ALPHA-MERCAPTOMETHYL PHOSPHONATES

Citation
H. Makomo et al., CONVENIENT SYNTHESES OF ALPHA-MERCAPTOMETHYL PHOSPHONATES, Tetrahedron letters, 34(45), 1993, pp. 7257-7258
Citations number
7
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404039
Volume
34
Issue
45
Year of publication
1993
Pages
7257 - 7258
Database
ISI
SICI code
0040-4039(1993)34:45<7257:CSOAP>2.0.ZU;2-G
Abstract
Diisopropyl (mercaptomethyl) phosphonate was easily prepared by the re duction of S-methyl phosphonodithioester with sodium borohydride, heat ed under reflux of acetonitrile. The phosphonate carbanion generated f rom the corresponding S-allyl sulfide underwent a [3,2] sigmatropic sh ift, and led to diisopropyl (allyl mercapto methyl) phosphonate.