University Chemical Laboratories, Lensfield Road, Cambridge, CB2 1EW. U.S.A.
Schering Agrochemicals Ltd, Chesterford Park Research Station, Saffron Walden, Essex, CB10 1XL. UK
Abstract:
The 3,2]sigmatropic rearrangement of sulphonium ylides derived from allyl sulphides with 1,2-related chiral centres was carried out with excellent stereochemical control. 1,4-Related chiral centres across an E double bond are set up stereospecifically by this reaction and good 4,5 diastereoselectivity is observed.