The Effect of Some 3-Oxygen Functions on the Simmons–Smith Methylenation of 5,6-Unsaturated Steroids
Keyword(s):
The effect of 3α- and 3β-hydroxy, 3α- and 3β-acetoxy, 3-ethylene acetal, and 3α-methoxy derivatives of 5-cholestene on the addition of the Simmons–Smith reagent to the steroidal 5,6-double bond has been investigated. Reaction occurred only with epi-cholesterol to yield chiefly 3α-hydroxy-5,6α-cyclopropano-5α-cholestane. The 3α-ethyl ether, 3α-acetate, and a dialkoxymethane have been identified as byproducts. The p.m.r. and mass spectral data are given.
1995 ◽
Vol 78
(3)
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pp. 691-692
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Keyword(s):
2010 ◽
Vol 15
(6)
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pp. 534-540
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Keyword(s):
1983 ◽
Vol 47
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pp. 313-316
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