Intramolecular alkylation of cyclopentenones: a general route to conjoint ring systems

K Antczak, JF Kingston, SJ Alward…

Index: Antczak, Kazimierz; Kingston, John F.; Alward, Sandra J.; Fallis, Alex G. Canadian Journal of Chemistry, 1984 , vol. 62, p. 829 - 837

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Citation Number: 10

Abstract

The intramolecular alkylation of several bromo-and epoxy-2-methylcyclopentenones, 18-23 and 33, are described. In all cases, except 33, alkylative cyclization occurs at the γ'position to the conjoint ring systems 25-31. The" blocked" bromide 33 (γ'geminal dimethyl substituent) cyclizes to the fused ring hydrindenones 35 and/or 34 depending upon conditions. Enolateanion generation from 3-ethyl-2-methyl-2-cyclopentenone (36) with ...