Synlett 1998; 1998(10): 1159-1161
DOI: 10.1055/s-1998-1857
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An Efficient Chloro-deamination Procedure, Application to the Synthesis of Advanced Vancomycin C-O-D-O-E Ring

Caroline Vergne* , Michèle Bois-Choussy, Jieping Zhu
  • *Institut de Chimie des Substances Naturelles, CNRS, 91198 Gif-sur-Yvette, France; Fax (33)-1-69 07 72 47; E-mail: zhu@icsn.cnrs-gif.fr
Further Information

Publication History

Publication Date:
31 December 2000 (online)

An efficient chloro-deamination procedure was developed and a remarkable deuterium isotope effect indicating a radical mechanism was documented. Key to the success was the co-existence of a reductant (CuCl) and a ligand transfer agent (CuCl2) in the reaction medium employing CD3CN as co-solvent of CCl4. The procedure was applied to the synthesis of advanced vancomycin models.

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