Reactions de cyclobutenes electrophiles avec les enamines

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Tetrahedron, 44(2), 417-428 (1988) .


When reacted with different ketone enamines, in the presence of magnesium bromide, 1-methoxycarbonyl- and 1-cyano-cyclobutene lead to α-cyclobutyl ketones or to amino-bicyclo [2.2.0] hexane adducts. These products are not formed competitively, but apparently result from different reactions. The cyclobutene undergoes an exclusive cycloaddition reaction with enamines. All other reagent combinations lead solely to cyclobutyl ketones. Some reactions of the cycloadducts, among them the thermolysis, were investigated.

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