Tetrahedron letters

An easy synthesis of the 2-phenylsulfonyl-substituted allylic bromides and acetates and their reactivity towards nucleophiles

P Auvray, P Knochel, JF Normant

文献索引：Auvray, P.; Knochel, P.; Normant, J. F. Tetrahedron Letters, 1986 , vol. 27, # 42 p. 5095 - 5098

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被引用次数: 48

摘要

The reaction of phenyl vinyl sulfone with various aldehydes in the presence of a catalytic amount of DABCO furnishes in good yields teh corresponding 2-phenylsulfonyl-substituted alcohols which can be easily converted into their acetates or into their allylically rearranged bromides . These reagents, in turn, react with nucleophides (ketone enolates and cuprates) with an allylic rearrangement (S N 2′ mechanism) to give the functionalized unsaturated sulfones and . ...