The unexpectedly large proportions of trans alcohols (5) formed in the title reaction, especially when R = Pri, and the trends in the rate constants, are attributed to an anisotropic inductive effect of the alkyl groups, which leads to an anomalously high rate of attacks from the allkyl side of the carbonyl group.
M. Chérest, H. Felkin, P. Tacheau, J. Jacques and D. Varech, J. Chem. Soc., Chem. Commun., 1977, 372 DOI: 10.1039/C39770000372
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...