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Journals and Conferences
A report is given of the reductive ether cleavage of 6β, 19-oxido-4-androsten-3, 17-dione by zinc amalgam in isopropanol. The general usefulness of this method was demonstrated by the synthesis of 19-hydroxy-4-cholesten-3-one from 6β, 19-oxido-4-cholesten-3-one.
6-Chloro-17β-acetoxy-5-androsten-7-one and some of its derivatives have been prepared fromΔ 5-steroids by a synthesis involving elimination of the substituent from position 3, introduction of a 7-keto group by allyloxidation and chlorination of the resulting compound with sulphuryl chloride.
A novel approach to the synthesis of the orally active estrogen 14 alpha,15 alpha-methylene estradiol (8, J 824) is described, starting with 3-methoxy-estra-1,3,5(10),8,14-pentaen-17 alpha-ol (5). The 14 alpha, 15 alpha-methylene bridge was sonochemically introduced by regioselective and stereoselective Simmons-Smith methylenation of the 14-double bond.… (More)