Organic letters

Enolate Addition to a 2-Alkylidene [1, 3] dithiane-Derived Bissulfoxide. A New a2-Acceptor

T Wedel, J Podlech

Index: Wedel, Tobias; Podlech, Joachim Organic Letters, 2005 , vol. 7, # 18 p. 4013 - 4015

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Citation Number: 25

Abstract

Reaction of enolates derived from esters and ketones to an easily prepared alkylidene [1, 3] dithiane-1, 3-dioxide afforded the respective adducts with good yields and selectivities generally exceeding 85: 15. The base used for enolate addition played no significant role for the reaction outcome, and addition of a silyl enole ether gave similar results. The thus formed oxygenated S, S-acetals were transformed into the corresponding 1, 4-dicarbonyls ...

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