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Stereoselectivity of raney nickel catalyst in hydrogenolysis of a steroidal α,β-unsaturated epoxide. Chemical synthesis of 3β-benzoyloxy-5α-cholest-8(14)-en-15α-ol

✍ Scribed by Edward J. Parish; George J. Schroepfer Jr.

Publisher: Elsevier Science
Year: 1980
Tongue: English
Weight: 345 KB
Volume: 26
Category: Article
ISSN: 0009-3084
DOI: 10.1016/0009-3084(80)90003-1

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✦ Synopsis

Hydrogenation of 3/3-benzoyloxy-14a 15ct-epoxy-5,~-cholest-7-ene m benzene over a Raney mckel catalyst gave 3fl-benzoyloxy-5a-cholest-8( 14)-en-15a-ol and 3/3-benzoyloxy-5a-cholest-8( 14)-ene m 39% and 46% yields respectively Hydrogenation of the same a,fl-unsaturated epoxy steryl ester under the same conditions except w~th the inclusion of tnethylamlne (4%) gave 3fl-benzoyloxy-5ct-cholest-8( 14)-en-15a-ol m 89% yield

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