Tetrahedron

Recognition-induced control of a Diels-Alder cycloaddition

A Robertson, D Philp, N Spencer

Index: Robertson, Andrew; Philp, Douglas; Spencer, Neil Tetrahedron, 1999 , vol. 55, # 37 p. 11365 - 11384

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Citation Number: 40

Abstract

The rational design of systems which are capable of accelerating and/or controlling the stereochemical outcome of the Diels-Alder cycloaddition reaction between a furan and a maleimide is presented. The origins of the acceleration and control of the cycloaddition reactions are traced by kinetic studies—allied to molecular mechanics calculations—to the formation of complexes in which the dienes and the dieneophiles are placed in the ...