Tetrahedron

The synthesis and facile thermal electrocyclization of 3-vinyl-1, 3, 5-hexatriene

CW Spangler

Index: Spangler,C.W. Tetrahedron, 1976 , vol. 32, p. 2681 - 2684

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Citation Number: 10

Abstract

3-Vinyl-1, 3, 5-hexatriene undergoes an extremely facile thermal electrocyclization to yield 2- vinyl-1, 3-cyclohexadiene. Cyclization is at least thirty times faster than 3-ethyl-1, 3, 5- hexatriene, the saturated analog. Activation parameters indicate that this electrocyclization is one of the most facile yet observed for an acyclic 6π-electron system.