Stereospecific trisubstituted olefin synthesis via interconversion of allylic sulphoxides and sulphenates
Abstract
α-Substituted methallyl p-tolyl sulphoxides undergo a [2,3]-sigmatropic rearrangement to allylic sulphenate esters (II) which can be intercepted by suitable nucleophiles, thus providing a new stereospecific route to trisubstituted olefins.