Synthesis of steroids

Details Synthesis of steroids Synthesis of steroids

1978-09-05

1980-08-26

Roberts, Elbert L.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

2603974, 2603975, 26039745, 260327, 568 52, 568 62, 568715, 568731, 568732, 568308, 568330, 568373, 568371, 568425, 2603409AS, C07J 100

Patent

active

042194890

ABSTRACT:
Method and compounds are provided for use in the synthesis of steroids wherein a polyolefin is provided having an initiating group having a chalcogen atom in juxtaposition to a double bond, so as to be capable of bond formation to close to form a ring and having a terminating group involving pi unsaturation (a double or triple bond) conjugated to an aromatic ring. Upon acid catalysis, sigma bonds are formed through the interaction of a carbocation formed at the carbon atom bonded to the chalcogen atom and the double bond intermediate the initiating group and the terminating group, which close to form rings of a steroid nucleus, the carbocation interacting with the pi unsaturation conjugated with the aromatic group and being captured by a nucleophile present in the acidic reaction medium. The resulting steroid product may then be modified in known ways to produce known steroids.

REFERENCES:
patent: 3884945 (1975-05-01), Johnson et al.
patent: 4032579 (1977-06-01), Johnson

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