3-substituted 6alpha,beta-alkyl-cyclopenta(f)(1)benzopyrans and-naphto(2,1-b)pyrans

Abstract

Abstract STEREO-SPECIFIC TOTAL SYNTHESIS OF STEROIDAL MATERIALS. 7-SUBSTITUTED 3-OXO-1-HEPTENES OR VARIANTS THEREOF ARE REACTED WITH 2-ALKYLCYCLOALKANE 1,3-DIONES YIELDING 3-SUBSTITUTED 6AB-ALKYL-CYCLOPENTA(F)(1)BENZOPYRANS OR NAPHTHO(2,1-B)PYRANS. THESE AE THEN SUBJECTED TO A SELECTIVE CATALYTIC HYDROGENATION FOLLOWED BY AN INTRODUCTION OF A HYDROXY, ALKOXY OR ACYLOXY GROUP AT THE 4A-POSITION TO PRODUCED A 3-SUBSTITUTED 6AB,4A-HYDROXY, ALKOXY OR ACYLOXY PERHYDROCYCLOPENTA(F)(1)BENZOYPRAN OR PERHYDRO NAPHTHO(2,1-B)PYRAN. THESE LATTER COMPOUNDS ARE THEN CONVERTED INTO 4- OR 5-(3-OXOALKYL)PERHYDROINDENE-5ONES OR PERHYDRONAPHTHALENE-6-ONES WHICH IN TURN CAN BE CONVERTED TO KNOWN STEROIDAL MATERIALS BY KNOWN METHODS.

Inventors

• 👤 Gabriel Saucy

Bibliographic Details