Organic reactions catalyzed by methylrhenium trioxide: Reactions of ethyl diazoacetate and organic azides

Z Zhu, JH Espenson

Index: Zhu, Zuolin; Espenson, James H. Journal of the American Chemical Society, 1996 , vol. 118, # 41 p. 9901 - 9907

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Citation Number: 103

Abstract

Methylrhenium trioxide (CH3ReO3 or MTO) catalyzes several classes of reactions of ethyl diazoacetate, EDA. It is the first high valent oxo complex for carbene transfer. Under mild conditions and in the absence of other substrates, EDA was converted to a 9: 1 mixture of diethyl maleate and diethyl fumarate. In the presence of alcohols, α-alkoxy ethyl acetates were obtained in good yield. The yields dropped for the larger and more branched ...