H. Makomo et al., SIGMATROPIC-[2,3]-WITTIG REARRANGEMENT OF ALPHA-ALLYLIC-HETEROSUBSTITUTED METHYLPHOSPHONATES - REARRANGEMENT IN THE SULFUR SERIES, Phosphorus, sulfur and silicon and the related elements, 112(1-4), 1996, pp. 193-202
The diisopropyl (allylthiomethyl)phosphonates (variously substituted o
n the allylic group) are submitted to the [2,3]-sigmatropic rearrangem
ent via either the carbanions or the sulfonium ylides. Synthetic poten
tialities are examined, and in particular new (1-mercaptobut-3-enyl)ph
osphonates are conveniently prepared.