Organic & biomolecular chemistry

Alkene isomerization/enamide-ene and diene metathesis for the construction of indoles, quinolines, benzofurans and chromenes with a chiral cyclopropane …

T Kobayashi, M Arisawa, S Shuto

Index: Kobayashi, Takaaki; Arisawa, Mitsuhiro; Shuto, Satoshi Organic and Biomolecular Chemistry, 2011 , vol. 9, # 4 p. 1219 - 1224

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Citation Number: 12

Abstract

A synthetic method for bicyclic heterocycles, such as indole, benzofuran and chromene derivatives bearing a chiral cyclopropane at the 2-position, was established using isomerization of a terminal olefin and enamide-ene or diene metathesis. This route can also be applied to chiral 2-cyclopropylquinoline synthesis (both cis and trans).