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Synlett 1997; 1997(6): 722-724
DOI: 10.1055/s-1997-3265
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Asymmetric Induction via Planar Chiral η3-Allyldicarbonylnitrosyliron Complexes: A Route to Optically Active γ-Functionalized α,β-Unsaturated Carboxylic Acid Derivatives

Hiroshi Yamaguchi, Saburo Nakanishi* , Kenji Okamoto, Toshikazu Takata
  • *Department of Applied Chemistry, College of Engineering, Osaka Prefecture University, 1-1 Gakuen-cho, Sakai, Osaka 593, Japan
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Publication Date:
31 December 2000 (online)

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Nucleophilic reaction of planar chiral η3-allyldicarbonylnitrosyliron complexes bearing ester and amide groups with amines and carbanions proceeds regio- and stereoselectively to give γ-functionarized α,β-unsaturated carboxylic acid derivatives in high yields. The reaction provides a facile route to optically active γ-amino acid derivatives.

allylic substitution - η3-allyldicarbonylnitrosyliron complexes - planar chirality - amination - optically active γ-functionalized acids