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DOI: 10.1055/s-0028-1083370
Diastereomeric (η4-diene)Fe(CO)3 Complexes Containing Chiral Amide Groups: A Convenient Method for the Resolution of Amino Acids
Publikationsverlauf
Publikationsdatum:
11. Februar 2009 (online)

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
- 1
Gree R. Synthesis 1989, 341 - 2
Musco A.Palumbo R.Paiaro G. Inorg. Chim. Acta 1971, 5: 157 - 3a
Franck-Neumann M.Briswalter C.Chemla P.Martina M. Synlett 1990, 637MissingFormLabel - 3b
Nakanishi S.Kumeta K.Nakanishi JI.Takata T. Tetrahedron: Asymmetry 1995, 6: 2097MissingFormLabel - 4
Yoshioka R. Top. Curr. Chem. 2007, 269: 83 - 5
Ilisz I.Berkecz R.Peter A. J. Pharm. Biomed. Anal. 2008, 47: 1 - 6
Sheehan JC.Ledis SL. J. Am. Chem. Soc. 1973, 95: 875 - 7a
Nakanishi S.Yamamoto H.Otsiyi Y.Nakazumi H. Tetrahedron: Asymmetry 1993, 4: 1969MissingFormLabel - 7b
Pearson AJ.Chang K.McConville DB.Youngs WJ. Organometallics 1994, 13: 4MissingFormLabel - 8a
Martin JC.Franz JA. J. Am. Chem. Soc. 1975, 97: 6137MissingFormLabel - 8b
Charette AB.Chua P. Synlett 1998, 163MissingFormLabel - 9
Dilbeck GA.Field L.Gallo AA.Gargulo RJ. J. Org. Chem. 1978, 43: 4593 - 10
Burk MJ.Allen JG. J. Org. Chem. 1997, 62: 7054 - 11
Flynn DL.Zelle RE.Grieco PA. J. Org. Chem. 1983, 48: 2424 - 12
De Montarby L.Mosset P.Gree R. Tetrahedron Lett. 1988, 29: 3937 - 13
Jakubke HD.Jeschkeit H. Aminosäuren, Peptide, Proteine 3rd ed: Verlag Chemie; Weinheim: 1982. p.26-29MissingFormLabel - 15
Groselj U.Bevk D.Jakse R.Meden A.Pirc S.Recnik S.Stanovnik B.Svete J. Tetrahedron: Asymmetry 2004, 15: 2367 - 16a
König W.Geiger R. Chem. Ber. 1970, 103: 788MissingFormLabel - 16b
König W.Geiger R. Chem. Ber. 1970, 103: 2024MissingFormLabel
References
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.
17Crystallographic 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.