Science

Iron-catalyzed cyclopropanation in 6 M KOH with in situ generation of diazomethane

B Morandi, EM Carreira

Index: Morandi, Bill; Carreira, Erick M. Science, 2012 , vol. 335, # 6075 p. 1471 - 1474

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Citation Number: 69

Abstract

Abstract Diazomethane is a common and versatile reagent in organic synthesis whose broader use is generally impeded by its explosiveness and toxicity. Here we report that a simple iron porphyrin complex catalyzes the cyclopropanation of styrenes, enynes, and dienes under the demanding conditions [aqueous 6 molar potassium hydroxide (KOH) solution, open to air] necessary for the in situ generation of diazomethane from a water- ...