Tetrahedron letters

Organic reactions at high pressure. Wittig reaction of hindered ketones with nonstabilized ylides.

WG Dauben, JJ Takasugi

文献索引：Dauben, William G.; Takasugi, James J. Tetrahedron Letters, 1987 , vol. 28, # 38 p. 4377 - 4380

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被引用次数: 10

摘要

Abstract The Wittig reaction between n-butylidenetriphenylphosphorane and a series of cyclohexanones of increasing steric hindrance around the carbonyl group has been studied at 7 kbar and 15 kbar pressure (0.75–1.5 GPa) and at 40 C. In all cases, except 2, 2, 6, 6- tetramethylcyclohexanone and fenchone, 45-60% yields of olefins were obtained, in contrast to poor to no yields which were obtained under ambient conditions.