Asymmetric synthesis of functionalised pyrrolidines. Highly diastereoselective cyclisations mediated by sulfide and sulfoxide ligands

…, T Gallagher, RB Lamont, DIC Scopes

Index: Davies, Ian W.; Gallagher, Timothy; Lamont, R. Brian; Scopes, David I.C. Journal of the Chemical Society, Chemical Communications, 1992 , # 4 p. 335 - 337

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Abstract

Silver (I)-catalysed cyclisation of sulfide 1b and sulfoxides 4 and 5 to give the corresponding 2-vinylpyrrolidines 2b, 6a and 7a, respectively proceeds with a high (up to 99% diastereoisomeric excess) level of diastereoselectivity; in all of these cases the sense of asymmetric induction observed has been shown to be the same.