Issue 10, 1992

Thermal [2 + 2]cycloaddition of 1,1-dimethoxyalkenes to acetylenic esters

Abstract

[2 + 2]Cycloaddition of the 1,1-dimethoxyalkenes 1 to acetylenic esters, such as dimethyl acetylenedicarboxylate 2a and methyl propiolate 2b, occurs via 1,4-dipolar intermediates which, trapped by methyl propiolate and tert-butyl alcohol, give functionalized 3,3-dimethoxycyclobutenes 3, synthetic precursors to naturally occurring products and biologically active compounds.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1992, 1269-1273

Thermal [2 + 2]cycloaddition of 1,1-dimethoxyalkenes to acetylenic esters

M. L. Graziano, M. R. Lesce, F. Cermola and G. Cimminiello, J. Chem. Soc., Perkin Trans. 1, 1992, 1269 DOI: 10.1039/P19920001269

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