The preparation of 7a-acetoxy-3,3:17,17-bis(ethylenedioxy) -5,l O-epoxy-SP,l OP-oestran-6-one (4) is described. When heated with alkali it undergoes ring 6 aromatization t o give 3,3:17,17-bis(ethylenedioxy)oestra-5(10).6,8-triene-6,7-diol (7), without configurational change at C( 14). Bis-deacetalization of the corresponding diacetate ( 8 ) , followed by lead tetra-acetate aromatization of ring A in the resulting diketone (9), produces 6,7-diacetoxyequilenin (1 0), which is finally converted into its 3-acetate (1 1 ). The same ester product (1 1 ) could also be obtained by conversion of the diketone (9) into its 3-en01 acetate (12), followed by lead tetra-acetate dehydrogenation.
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