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Stereospecificity and stereoselectivity in the [3,2] sigmatropic rearrangement of open chain sulphonium ylides |
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| Authors: | Richard C Hartley and Stuart Warren Ian C Richards |
| Institution: | 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. |
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