Tetrahedron

Steric acceleration of intramolecular cycloaddition reactions

BS Orlek, PG Sammes, DJ Weller

Index: Orlek, Barry S.; Sammes, Peter G.; Weller, David J. Tetrahedron, 1993 , vol. 49, # 36 p. 8179 - 8194

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Citation Number: 19

Abstract

Use of conformational constraints, induced by different ortho-substituents in 1-allyloxy-2- (substituted) methylbenzenes, where the substituent is a 1, 3-dipole such as the azide or 3- oxidopyridinium group, can be employed to accelerate the 1, 3-dipolar cycloaddition reaction. In this manner cycloadditions that otherwise do not proceed can be forced to react.