Tetrahedron letters

Enantioselective and diastereoselective synthesis of fluorinated dipeptides by late electrophilic fluorination

B Mohar, D Sterk, L Ferron, D Cahard

Index: Mohar, Barbara; Sterk, Damjan; Ferron, Laurent; Cahard, Dominique Tetrahedron Letters, 2005 , vol. 46, # 30 p. 5029 - 5031

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Citation Number: 23

Abstract

A series of optically enriched monofluorinated dipeptides incorporating an α-fluoro-α-amino acid were prepared by enantio-and diastereoselective electrophilic fluorination. This previously unsuccessful approach to fluorinated dipeptides can now be achieved with up to 73: 27 enantiomeric ratio and high> 98: 2 diastereomeric ratio.