Redox-mediated reactions of vinylferrocene: toward redox auxiliaries

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 fac...

Full description

Saved in:
Bibliographic Details
Published in:Dalton transactions : an international journal of inorganic chemistry 2016-05, Vol.45 (17), p.722-7225
Main Authors: Wiles, Alan A, Zhang, Xiaolu, Fitzpatrick, Brian, Long, De-Liang, Macgregor, Stuart A, Cooke, Graeme
Format: Article
Language:English
Subjects:
Chemical reactions
Conversion
Derivatives
Diels-Alder reactions
Redox reactions
Substrates
Thiols
Transforms
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary: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. Redox reactions have been used to transform unreactive vinylferrocene into a powerful dienophile and reactive substrate for thiol addition reactions upon conversion to its ferrocenium state.
ISSN:1477-9226
1477-9234
DOI:10.1039/c6dt00875e