Journal of the Chemical Society. Chemical communications p. 641 - 642 (1981)
Update date:2022-08-29
Topics:
Moriarty, Robert M.
John, Lian S.
Du, Pin C.
Treatment of pregnenolone (1) with PhI=O and KOH in MeOH yields 3β,21-dihydroxypregn-5-en-20-one dimethyl acetal (2) from which a molecule of MeOH is lost to yield the C(17)-C(20) enol methyl ether (3) which may be epoxidized and hydrolysed to yield the C-17-dihydroxyacetone side-chain in the correct configuration as in 3β,17α,21-trihydroxypregn-5-en-20-one (4).
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