Issue 17, 2016

Redox-mediated reactions of vinylferrocene: toward redox auxiliaries

Abstract

Chemical redox reactions have been exploited to transform unreactive vinylferrocene into a powerful dienophile for the Diels–Alder reaction and reactive substrate for thiol addition reactions upon conversion to its ferrocenium state. We have further investigated the ability of these reactions to facilitate redox-auxiliary-like reactivity by further hydrogenolyisis of the Diels–Alder adduct to the corresponding cyclopentane derivative.

Graphical abstract: Redox-mediated reactions of vinylferrocene: toward redox auxiliaries

Supplementary files

Article information

Article type
Communication
Submitted
04 mar. 2016
Accepted
29 mar. 2016
First published
11 apr. 2016
This article is Open Access
Creative Commons BY license

Dalton Trans., 2016,45, 7220-7225

Redox-mediated reactions of vinylferrocene: toward redox auxiliaries

A. A. Wiles, X. Zhang, B. Fitzpatrick, D. Long, S. A. Macgregor and G. Cooke, Dalton Trans., 2016, 45, 7220 DOI: 10.1039/C6DT00875E

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