Thermolysis of benzopyranone-indenone adducts: a new route to the C-nor-D-homo steroid skeleton

DJ Vanderzande, RA Ceustermans…

Index: Vanderzande, Dirk J.; Ceustermans, Roger A.; Martens, Henri J.; Toppet, Suzanne M.; Hoornaert, Georges J. Journal of Organic Chemistry, 1983 , vol. 48, # 13 p. 2188 - 2193

Full Text: HTML

Citation Number: 7

Abstract

Generation of o-quinodimethane systems and their rearrangement reactions during thermolysis of benzopyranoneindenone adducts 9 have been studied. Three products have been obtained: a C-nor-D-homo steroid, 12, a benzo [c] fluorenone, 13, and a benzo [b] cyclopropa [lm] fluorenone, 14. Their formation and relative distribution on thermolysis of different adducts 9 has been rationalized by mechanisms proceeding via an intermediate ...