The Journal of Organic Chemistry

Cyclization Reactions of Rhodium Carbene Complexes. Effect of Composition and Oxidation State of the Metal

A Padwa, JM Kassir, SL Xu

Index: Padwa, Albert; Kassir, Jamal M.; Xu, Simon L. Journal of Organic Chemistry, 1997 , vol. 62, # 6 p. 1642 - 1652

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Citation Number: 46

Abstract

Treatment of o-(1, 7-octadiynyl) benzoyldiazoethane with rhodium (II) octanoate in pentane resulted in a double internal/internal alkyne insertion reaction producing a labile bicyclo [4.1. 0] hept-1 (7)-ene derivative which readily undergoes a Diels-Alder reaction with diphenylisobenzofuran. Changing the solvent from pentane to CH2Cl2 afforded a 2: 1 mixture of cis-and trans-alkenyl-substituted indenones. Stepwise cyclization involving a ...

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