Bulletin of the Chemical Society of Japan p. 3702 - 3704 (1986)
Update date:2022-08-11
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Tachibana, Yoji
Cholesta-4,6-dien-3β-ol (4) was obtained selectively by the dehydrobromination of 7-bromocholesterol with a base in the presence of a catalytic amount of tetrabutylammonium bromide.The oxidation of 4 with 2,3-dichloro-5,6-dicyano-p-benzoquinone gave cholesta-1,4,6-trien-3-one (7).Treatment of 7 with isopropenyl acetate under acidic conditions afforded (3-acetoxy-1,3,5,7-cholestatetraene which was reduced with calcium borohydride to yield cholesta-1,5,7-triene-3β-ol (2).
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