Tetrahedron Letters p. 9343 - 9347 (2006)
Update date:2022-08-17
Topics:
Shingate, Bapurao B.
Hazra, Braja G.
Pore, Vandana S.
Gonnade, Rajesh G.
Bhadbhade, Mohan M.
Syntheses of three unnatural steroidal C(20R) aldehydes have been realised from 16-dehydropregnenolone acetate. The salient feature of the synthesis is the ionic hydrogenation of C-20 tertiary alcohols leading to the formation of the C(20R) unnatural isomer with complete stereoselectivity. Oxidative hydrolysis of the dithiane moiety furnished the C(20R) aldehydes.
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