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Issue 11, 2015
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α-Alkylation of a norbornene-derived tricyclic ketone: are steric factors really in control?

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Abstract

Density functional theory (DFT) has been used to investigate the α-alkylation of a chiral tricyclic ketone. These calculations reveal that torsional strain and a strong conformational preference, rather than steric influences, are responsible for the high levels of observed stereoselectivity and suggest a way by which alternative stereoisomers could be accessed.

Graphical abstract: α-Alkylation of a norbornene-derived tricyclic ketone: are steric factors really in control?

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Supplementary files

Article information


Submitted
08 Oct 2014
Accepted
16 Dec 2014
First published
16 Dec 2014

Chem. Commun., 2015,51, 2076-2079
Article type
Communication
Author version available

α-Alkylation of a norbornene-derived tricyclic ketone: are steric factors really in control?

A. M. Harned, Chem. Commun., 2015, 51, 2076
DOI: 10.1039/C4CC07967A

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