Issue 11, 2013

Stereochemical aspects of nucleophilic addition reactions to alkoxycarbene cations of the iron chiral auxiliary [(η5-C5H5)Fe(CO)(PPh3)]

Abstract

Alkoxy carbene complexes incorporating the iron chiral auxiliary [(η5-C5H5)Fe(CO)(PPh3)] were prepared in good yields from either the corresponding acyl complexes or methoxymethyl complex of the auxiliary. A range of nucleophilic addition reactions to these alkoxy carbene complexes showed moderate to high diastereoselectivities and the reactive conformations of the carbene complexes under these conditions are discussed.

Graphical abstract: Stereochemical aspects of nucleophilic addition reactions to alkoxycarbene cations of the iron chiral auxiliary [(η5-C5H5)Fe(CO)(PPh3)]

Article information

Article type
Letter
Submitted
15 May 2013
Accepted
14 Jun 2013
First published
17 Jun 2013

New J. Chem., 2013,37, 3406-3410

Stereochemical aspects of nucleophilic addition reactions to alkoxycarbene cations of the iron chiral auxiliary [(η5-C5H5)Fe(CO)(PPh3)]

S. G. Davies, A. M. Fletcher, T. R. Maberly and J. E. Thomson, New J. Chem., 2013, 37, 3406 DOI: 10.1039/C3NJ00518F

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