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ChemInform Abstract: Synthesis of the Vancomycin CDE Ring System.

โœ Scribed by D. L. BOGER; R. T. BERESIS; O. LOISELEUR; J. H. WU; S. L. CASTLE

Publisher
John Wiley and Sons
Year
2010
Weight
37 KB
Volume
29
Category
Article
ISSN
0931-7597

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โœฆ Synopsis

Synthesis of the Vancomycin CDE Ring System.

-The synthesis of a vancomycin CDE ring system containing monochloro substituted C and E ring moieties is proposed. The procedure involves first a coupling reaction resulting in the formation of (III) with subsequent macrocyclization to form a 1:1 mixture of atropisomers. The undesired isomer can be transformed into desired (IV) by thermal equilibration. (IV) is finally transformed into title compound (V) by a reduction-diazotation-Sandmeyer substitution reaction sequence. -(BOGER,

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