Site-selectivity of 1, 3-dipolar cycloadditions to 2, 3-dimethoxycarbonyl-7-oxabicyclo [2, 2, 1] heptadiene

L Fišera, F Považanec, P Zálupský…

Index: Fisera, Lubor; Povazanec, Frantisek; Zalupsky, Peter; Kovac, Jaroslav; Pavlovic, Dusan Collection of Czechoslovak Chemical Communications, 1983 , vol. 48, # 11 p. 3144 - 3153

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Abstract

Abstract Site-selectivity of dipolar cycloaddition to the title compound was studied. Azomethine X afforded a 1: 1 cycloadduct XI at the deactivated double bond at room temperature; upon thermolysis at 110 C it afforded the acetylated enamine XIII which was formed via a direct cycloaddition at the mentioned temperature. The cycloaddition course was investigated in various solvents; the enamine XIV formed by solvolysis of XIII was the ...

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