The Journal of Organic Chemistry

Synthesis of methylenecycloalkanes from cycloalkenes via borane chemistry

HC Brown, TM Ford

Index: Brown, Herbert C.; Ford, Thomas M. Journal of Organic Chemistry, 1981 , vol. 46, # 3 p. 647 - 648

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Citation Number: 11

Abstract

Summary: B-(Cycloalkylmethyl)-9-BBN derivatives, now readily available through the homologation reaction,'are convenient substrates for the synthesis of exocyclic methylene compounds. The method appears to be general. Moreover, since the synthesis proceeds from the cycloalkene, it provides a valuable alternative to the customary methylenation of carbonyl compounds by the Wittig and related procedures. The method also provides a ...