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Phosphorus containing steroids

1971 
Abstract The dimethyl steroidalphosphonates 8 , 9 , 10 , 11 , 12 , 13 , 25 , 27 , 33 , 34 and 35 were prepared and characterized. A configuration was assigned to the first five compounds listed, on the basis of the Cotton Effects exhibited by lactone 11 . The order of steps in the conversion of 26 to 27 was elucidated as 6 → 28 → 30 → 32 → 27 . Attempts to convert some of the compounds reported herein to 4-phosphasteroids were unsuccessful. The etherification of alcohols by dimethyl phosphite under acid catalysis was noted.
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