Selectivity and catalysis in ene reactions of diethyl oxomalonate

MF Salomon, SN Pardo…

Index: Salomon, Mary F.; Pardo, Simon N.; Salomon, Robert G. Journal of Organic Chemistry, 1984 , vol. 49, # 13 p. 2446 - 2454

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Citation Number: 20

Abstract

Stereoselectivity, regiwelectivity, and structural selectivity of the thermal ene reactions of diethyl oxomalonate are strongly determined by steric approach control. For a series of 1- arylcyclopentenes thermal ene reactions only show a small enhancement of rate by electron- donating substituents (p=-1.2* 0.2). Lewis acid catalysis is described which allows ene reactions of diethyl oxomalonate under thermally mild conditions. Furthermore, catalysis ...