4.4 Article

The simple and selective synthesis of 3-amino-2,2-difluorocarboxylic esters and difluoro-β-lactams using ethyl bromodifluoroacetate in the presence of rhodium catalyst

Journal

TETRAHEDRON LETTERS
Volume 46, Issue 45, Pages 7679-7681

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2005.09.031

Keywords

fluorine; rhodium catalyst; imine; beta-lactam; amino acid

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Treatment of imines (5) with ethyl bromodifluoroacetate (1) and Et2Zn in the presence of RhCl(PPh3)(3) in anhydrous medium gave difluoro-beta-lactams (7) in good to excellent yields, while 3-amino-2,2-difluorocarboxylic esters (6) were obtained in good yields by adding MgSO(4)(.)7H(2)O to the reaction medium. (c) 2005 Elsevier Ltd. All rights reserved.

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