2-(Phenylsulfonyl)-1, 3-dienes as versatile synthons in organic transformations. Multicoupling reagents and Diels-Alder dienes with a dual electron demand

JE Baeckvall, SK Juntunen

Index: Baeckvall,J.E.; Juntunen,S.K. Journal of the American Chemical Society, 1987 ,  vol. 109, p. 6396            

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Citation Number: 76

Abstract

Abstract: 2-(Phenylsulfony1)-1, 3-dienes were stereo-and regioselectively functionalized via Michael addition of nucleophiles and subsequent addition of nucleophiles and/or electrophiles to the resulting allylic sulfones. The second nucleophile is introduced via a palladium-catalyzed or a cuprate-promoted nucleophilic substitution of the allylic sulfone. The strategy was applied to the synthesis of a Monarch butterfly pheromone. The ...