4, 5-O-Substituted phenanthrenes from cyclophanes. The total synthesis of cannithrene II

…, L Castedo, JM Saa, JA Seijas, R Suau…

Index: Ben, Ines; Castedo, Luis; Saa, Jose M.; Seijas, Julio A.; Suau, Rafael; Tojo, Gabriel Journal of Organic Chemistry, 1985 , vol. 50, # 13 p. 2236 - 2240

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Citation Number: 31

Abstract

A new procedure for the synthesis of phenanthrenes with oxygen substitution at positions 4 and 5 (9b-f) has been developed. It is based on the regioselective cyclization of the conformationally rigid cis-stilbene moiety of a suitable cyclophane (8b-f). These cyclophanes (8b-f) were obtained by the intramolecular reductive carbonyl coupling of compounds 7b-f by active titanium. This new approach was successfully applied to obtain cannithrene