Diastereomeric (η4-diene)Fe(CO)3 Complexes
Containing Chiral Amide Groups: A Convenient Method for the Resolution
of Amino Acids

Marc Schumacher; Gérald Coste; Laurence Miesch

doi:10.1055/s-0028-1083370

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Synthesis 2009(6): 1014-1020
DOI: 10.1055/s-0028-1083370

PAPER

Diastereomeric (η⁴-diene)Fe(CO)₃ Complexes Containing Chiral Amide Groups: A Convenient Method for the Resolution of Amino Acids

Marc Schumacher, Gérald Coste, Laurence Miesch*
Laboratoire de Chimie Organique Synthétique (LCOS), Université Louis Pasteur - Institut de Chimie, CNRS et Université Louis Pasteur 1, rue Blaise Pascal, BP 296/R8, 67008 Strasbourg Cedex, France
e-Mail: +33(3)90241754; e-Mail: lmiesch@chimie.u-strasbg.fr;

Further Information

Publication History

Received 13 November 2008
Publication Date:
11 February 2009 (online)

Abstract
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Abstract

Diastereomeric (η⁴-N-substituted-hexa-2,4-dienamide)-Fe(CO)₃ complexes bearing chiral amide groups were used for the resolution of (η⁴-dienecarboxylic acid)Fe(CO)₃ complexes. Using the latter, enantiomerically pure proteinogenic or nonproteinogenic α-amino acids were prepared.

Key words

tricarbonyliron complexes - chiral amide groups - resolution - coupling reactions - amino acids

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14

Crystallographic data for compound 10 have been deposited at the Cambridge Crystallographic Data Center (deposition no. CCDC 703290). Copies of these data can be obtained free of charge www.ccdc.cam.ac.uk/data_request/cif.

17

Crystallographic data for compound 13 have been deposited at the Cambridge Crystallographic Data Center (deposition no. CCDC 703291). Copies of these data can be obtained free of charge www.ccdc.cam.ac.uk/data_request/cif.