Concepedia

Synthesis of the Vancomycin CD and DE Ring Systems

Dale L. Boger, R. M. Borzilleri, Seiji Nukui, Richard T. Beresis

The Journal of Organic Chemistry · 1997 · 98 citations · 37 references

DOI

Concepts

Abstract

Full details of the synthesis of the fully substituted vancomycin CD and DE ring systems are described and a potential solution to the control of the atropisomer stereochemistry is defined.

References

37

Structure of vancomycin and its complex with acetyl-D-alanyl-D-alanine

George M. Sheldrick, Peter G. Jones, Olga Kennard et al. · Nature · 1978 · 291 citations

, , +7

Modifications of the acyl-<scp>d</scp>-alanyl-<scp>d</scp>-alanine terminus affecting complex-formation with vancomycin

M. Ángela Nieto, H. R. Perkins · Biochemical Journal · 1971 · 255 citations · Full text

, , +17

Vancomycin: structure and transformation to CDP-I

Constance M. Harris, Hana Kopecka, Thomas M. Harris · Journal of the American Chemical Society · 1983 · 221 citations

, , +7

Simultaneous Recognition of a Carboxylate-Containing Ligand and an Intramolecular Surrogate Ligand in the Crystal Structure of an Asymmetric Vancomycin Dimer

Patrick J. Loll, Anthony E. Bevivino, Brian D. Korty et al. · Journal of the American Chemical Society · 1997 · 137 citations

, , +15

Dissection of the Contributions toward Dimerization of Glycopeptide Antibiotics

Joel P. Mackay, Ute Gerhard, Daniel A. Beauregard et al. · Journal of the American Chemical Society · 1994 · 131 citations

, , +7