Dihydrothiophenes containing quaternary stereogenic centres by sequential stereospecific rearrangements and ring-closing metathesis

Research output: Contribution to journalArticle

Abstract

Stereospecific [3,3]-sigmatropic rearrangement of O-substituted thiocarbamate derivatives of enantiopure allylic alcohols provides allylic thiocarbamates as single enantiomers. Intramolecular arylation by rearrangement of their allyllithium derivatives provides allylic tertiary thiols. Allylation and ring-closing metathesis gives 2,5-dihydrothiophenes containing sulfur-bearing quaternary centres.

Bibliographical metadata

Original languageEnglish
Pages (from-to)6754-6757
Number of pages4
JournalChemical Communications
Volume50
Issue number51
DOIs
StatePublished - 2014