Novel bicycloalkane derivatives and the production thereof

Details Novel bicycloalkane derivatives and the production thereof Novel bicycloalkane derivatives and the production thereof

1976-12-27

1977-09-27

Thomas, Jr., James O.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

260591, C07C 4976

Patent

active

040511880

ABSTRACT:
Bicycloalkane derivatives of the formula ##STR1## WHEREIN N IS 1 OR 2, R.sub.1 is lower alkyl, X is carbonyl or a free or etherified hydroxymethylene, and Y is --S--R.sub.2, --SO.sub.m --R.sub.2, or ##STR2## wherein m is 1 or 2, R.sub.2 is aryl or aralkyl, R.sub.3 is hydrogen or lower alkyl, R.sub.4 is phenyl optionally substituted with lower alkoxy or benzyloxy, and Z is nitro, 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 CH.sub.2 Y substituent with formaldehyde and a mercaptan or a sulfinic acid, followed if desired by oxidation and optional salt condensation.

REFERENCES:
patent: 3446849 (1969-05-01), Los
patent: 3658847 (1972-04-01), Fried
patent: 3816458 (1972-06-01), Saucy
patent: 3821308 (1974-06-01), Los
patent: 3890391 (1975-06-01), Eder et al.
patent: 3925478 (1975-12-01), Hojos

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