Tetrahedron

X= Y-ZH Systems as potential 1, 3-dipoles: Part 1311Part 12, R. Grigg, J. Idle, P. McMeekin, S. Surendrakumar and D. Vipond, J. Chem. Soc., Perkin Trans. 1. in press. …

…, MW Jordan, V Sridharan, S Thianpatanagul

Index: Grigg, Ronald; Dowling, Marie; Jordan, Maurice W.; Sridharan, Visuvanathar; Thianpatanagul, Sunit Tetrahedron, 1987 , vol. 43, # 24 p. 5873 - 5886

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Citation Number: 50

Abstract

Hydrazones of aldehydes and ketones undergo intermolecular cycloaddition to electronegative olefins via azomethine imines, formed by a formal 1, 2-prototropic shift, in low to moderate yield on heating in xylene or ethanol. In some instances the reaction is diverted to give products derived (at least formally) from an ene reaction. Similar intramolecular cycloadditions occur with unactivated terminal alkenes and alkynes.

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