Tetrahedron

Acyclic O-and N-substituted pentadienyl cations: Structural characterisation, cyclisation and computational results

…, Z Goldschmidt, HE Gottlieb, D Hezroni-Langerman

Index: Howell, James A. S.; O'Leary, Paula J.; Yates, Paul C.; Goldschmidt, Zeev; Gottlieb, Hugo E.; Hezroni-Langerman, Daphna Tetrahedron, 1995 , vol. 51, # 26 p. 7231 - 7246

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Citation Number: 14

Abstract

A number of 1-and 3-hydroxy and 1-amino substituted acyclic pentadienyl cations have been characterised by NMR spectroscopy in situ at low temperature. Some of the 3-hydroxy cations undergo cyclisation to give 1-hydroxycyclopentenyl cations which on deprotonation give substituted cyclopentenones.