AN EFFICIENT CHLORO-DEAMINATION PROCEDURE, APPLICATION TO THE SYNTHESIS OF ADVANCED VANCOMYCIN C-O-D-O-E RING

Authors
VERGNE C BOISCHOUSSY M ZHU JP
Citation
C. Vergne et al., AN EFFICIENT CHLORO-DEAMINATION PROCEDURE, APPLICATION TO THE SYNTHESIS OF ADVANCED VANCOMYCIN C-O-D-O-E RING, Synlett, (10), 1998, pp. 1159
Citations number
25
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synlett → ACNP
ISSN journal
09365214
Issue
10
Year of publication
1998
Database
ISI
SICI code
0936-5214(1998):10<1159:AECPAT>2.0.ZU;2-Z
Abstract
An efficient chloro-deamination procedure was developed and a remarkab le deuterium isotope effect indicating a radical mechanism was documen ted. Key to the success was the co-existence of a reductant (CuCl) and a ligand transfer agent (CuCl2) in the reaction medium employing CD3C N as co-solvent of CCl4. The procedure was applied to the synthesis of advanced vancomycin models.