An exploratory study of type ii [3+ 4] cycloadditions between vinylcarbenoids and dienes

…, RJ Townsend, P Ren, RM Churchill

Index: Davies, Huw M. L.; Calvo, Rebecca L.; Townsend, Robert J.; Ren, Pingda; Churchill, R. Melvyn Journal of Organic Chemistry, 2000 , vol. 65, # 14 p. 4261 - 4268

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Citation Number: 42

Abstract

The intramolecular type II [3+ 4] cycloaddition between vinylcarbenoids and furans is a practical method for the construction of 5-oxo-10-oxatricyclo [6.2. 1.04, 9] undeca-3, 8 (11)- dienes, containing two anti-Bredt double bonds. These tricyclic systems are well functionalized for eventual elaboration to the natural product CP-263,114. The rhodium- stabilized vinylcarbenoids are generated by dirhodium tetracarboxylate catalyzed ...