Stereochemistry of the palladium-catalyzed hydrogenation of 3-oxo-4-ene steroids. V. A kinetic study in basic and acidic media.

S Nishimura, Y Momma, H Kawamura…

Index: Nishimura, Shigeo; Momma, Yasuhiro; Kawamura, Hideo; Shiota, Michio Bulletin of the Chemical Society of Japan, 1983 , vol. 56, # 3 p. 780 - 783

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Citation Number: 6

Abstract

Effects of the β-methyl group at C-10 and some oxygen functions (= O, OH, OAc) at C-11, C- 17, and C-20 on the rates of hydrogenation of 3-oxo-4-ene steroids have been studied with palladium catalyst in pyridine or THF/HBr as solvent. In contrast to the hydrogenation in pyridine, the rate in THF/HBr was greatly depressed by the presence of 10β-methyl group. The reactivity of the steroids was enhanced by the oxygen functions, in particular, by 11, ...