A highly stereospecific procedure for the transformation of allylic alcohols into 1, 3-dienes.

A Yasuda, S Tanaka, H Yamamoto…

文献索引：Yasuda,A. et al. Bulletin of the Chemical Society of Japan, 1979 , vol. 52, p. 1752 - 1756

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被引用次数: 24

摘要

The title synthesis involves (1) epoxidation of allylic alcohols with t-butyl hydroperoxide in the presence of vanadium catalyst followed by trimethylsilylation,(2) specific oxirane ring opening by means of diethylaluminum 2, 2, 6, 6-tetramethylpiperidide and subsequent desilylation producing 3-ene-1, 2-diols, and (3) removal of both hydroxyl groups through bromination with a mixture of phosphorus tribromide and copper (I) bromide and the ...