Palladium-catalysed allylic sulphinate–sulphone rearrangements; asymmetric induction in the palladium-catalysed transfer of chiral sulphinates to sulphones

K Hiroi, R Kitayama, S Sato

Index: Hiroi, Kunio; Kitayama, Ryuichi; Sato, Shuko Journal of the Chemical Society, Chemical Communications, 1984 , # 5 p. 303 - 305

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Citation Number: 10

Abstract

The rearrangement of allylic sulphinates to sulphones is facilitated by palladium catalysis, treatment of the chiral trans-and cis-allyl sulphinates (S)-(–)-(1a)-(1c), and-(1e), and (S)-(–)- (1b) and-(1d) with a catalytic amount of the palladium catalysts (3) and (5) providing the corresponding chiral allyl sulphones,(S)-(+)-and (R)-(–)-(2a–c), respectively, in good yields; exceptionally the palladium catalysis of the rearrangement of (S)-(–)-(1f) produced (S)-(+)- ...