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.
C. Bleasdale and D. W. Jones, J. Chem. Soc., Chem. Commun., 1985, 1026 DOI: 10.1039/C39850001026
To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.
If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.
If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.
Read more about how to correctly acknowledge RSC content.
Please wait while we load your content...