Stereochemical course of the hydroboration of highly hindered steroidal olefins. A ready synthesis of 14 beta- and 8 alpha,14 beta-steroids.
Hydroboration of 5 alpha-cholest-8-ene, 5 alpha,14 beta-cholest-8-ene and 5 alpha,14 beta-cholest-7-ene provides a simple route to oxygenated steroids with 14 beta- and 8 alpha,14 beta- unnatural stereochemistry.
D000475:Alkenes / Q000378:metabolism*; D001895:Boron; D055598:Chemical Phenomena; D002627:Chemistry, Physical; D002776:Cholestanes / Q000138:chemical synthesis; D006859:Hydrogen; D013237:Stereoisomerism; D013256:Steroids / Q000138:chemical synthesis*
D000475:Alkenes; D002776:Cholestanes; D013256:Steroids; D006859:Hydrogen; D001895:Boron