The Journal of Organic Chemistry

Polycyclic Cyclopropanes from Reactions of Alkene-Containing Fischer Carbene Complexes and Alkynes: A Formal Synthesis of (.+-.)-Carabrone

TR Hoye, JR Vyvyan

Index: Hoye, Thomas R.; Vyvyan, James R. Journal of Organic Chemistry, 1995 , vol. 60, # 13 p. 4184 - 4195

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Citation Number: 26

Abstract

The polycyclic cyclopropanation reaction of several alkene-containing Fischer carbene complexes with various alkyne partners to provide bicyclo [4.1. 01 enol ethers and ketones was examined. A number of features were probed, including the role of carbene donor substituent (amino vs alkoxy), the presence of one vs two pendant alkenes in the carbene complex, the level and sense of diastereoselectivity, and the impact of the substituents ...