Novel bicycloalkane derivatives and the production thereof

摘要

Bicycloalkane derivatives of the formula <IMAGE> wherein n is 1 or 2, R1 is lower alkyl, Acyl is alkanoyl, and Y is -S-R2, -SOm-R2, or <IMAGE> wherein m is 1 or 2, R2 is alkyl, R3 is hydrogen or lower alkyl, R4 is acyl or phenyl optionally substituted with lower alkoxy, benzyloxy or alkanoyloxy; and Z is nitro, lower alkoxycarbonyl, lower alkanoyl, lower alkylsulfinyl, or lower alkylsulfonyl are useful intermediates in the total synthesis of steroids. The compounds are prepared by reacting a corresponding compound lacking the CH2Y substituent with formaldehyde and a mercaptan or sulfinic acid, followed if desired by oxidation and optional salt condensation.