In the vanadium-catalysed epoxidation of cis- and trans-5-t-butylcyclohex-2-enol the trans-(pseudoaxial) alcohol is epoxidised ca. 34 times faster than the cis-isomer. A significant competing process is oxidation to αβ-unsaturated ketone, and this becomes the predominant reaction in the case of the cis-alcohol.
R. B. Dehnel and G. H. Whitham, J. Chem. Soc., Perkin Trans. 1, 1979, 953 DOI: 10.1039/P19790000953
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...