Issue 15, 1985

1,3-Shift with inversion in a norbornadiene to cycloheptatriene rearrangement

Abstract

syn-Methoxynorbornadiene (5) rearranges thermally via formal 1,3-Sigmatropic shift to a set of cycloheptatrienes different to those obtained from anti-methoxynorbornadiene (6); the ca. 95% selective migration of C-7 to the double bond anti to the methoxy group in both isomers suggests a preference for a 1,3-shift with inversion at C-7.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1985, 1026-1027

1,3-Shift with inversion in a norbornadiene to cycloheptatriene rearrangement

C. Bleasdale and D. W. Jones, J. Chem. Soc., Chem. Commun., 1985, 1026 DOI: 10.1039/C39850001026

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