FIRST SYNTHESIS OF A (MERCAPTOMETHYLENE) DIPHOSPHONATE VIA A PHOSPHOROTHIOLATE-]MERCAPTOPHOSPHONATE REARRANGEMENT

Authors
MASSON S SAQUET M MARCHAND P
Citation
S. Masson et al., FIRST SYNTHESIS OF A (MERCAPTOMETHYLENE) DIPHOSPHONATE VIA A PHOSPHOROTHIOLATE-]MERCAPTOPHOSPHONATE REARRANGEMENT, Tetrahedron, 54(8), 1998, pp. 1523-1528
Citations number
19
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
54
Issue
8
Year of publication
1998
Pages
1523 - 1528
Database
ISI
SICI code
0040-4020(1998)54:8<1523:FSOA(D>2.0.ZU;2-8
Abstract
Diisopropyl S-[(diisopropylphosphono)methyl] phosphorothiolate was dep rotonated with butyllithium. The lithiated carbanion underwent a [1,2] -sigmatropic shift, and rearranged into the (mercaptomethylene) diphos phonate anion which, by protonation, led to a (mercaptomethylene) diph osphonate. Some derivatives were prepared. (C) 1998 Elsevier Science L td. All rights reserved.