A novel acid catalysed cyclization - synthesis and x-ray crystal structure analysis of 8-acetoxy-6-(2,4-dimethoxy-5-bromophenyl)-3-methyltricyclo(5,2,1,03,8)decan-2-one

Ab + D → Abd → Abcd

“…An attempt to synthesize a B-seco intermediate suitable for the preparation of heterocyclic steroids was initiated with the reaction of 113 with 2-methyl-l,3-cyclopentanedione. The condensation product 114 underwent bis-cyclization in refluxing ethanolic HC1, however, producing 115 in 20% yield [100].…”

The crystal and molecular structure of 8-acetoxy-6-(2,4-dimethoxy-5-bromophenyl)-3-methyltricyclo[5,2,1,03,8]decan-2-one

“…As part of a series of investigations on some synthetic oxasteroids Kasturi, Ramachandra, Damodaran & Kalyani Vijayan (1972) prepared B-secodione (I) and studied the acid-catalysed cyclization under a variety of conditions. When compound (1-) was refluxed with 20 % ethanolic hydrochloric acid for one hour, a novel tricyclic ketoalcohol was formed and on the basis of spectral and analytical data, structure (II) was assigned to it.…”