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Synthesis 2009(19): 3322-3326  
DOI: 10.1055/s-0029-1216937
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

A New Access to 16-Membered Macrocycles: Synthesis of the Model C-O-D Ring System of Vancomycin

Samir Ghosha, A. Sanjeev Kumara, G. N. Mehtab, R. Soundararajan*a
a Chemical Research and Development Department, Pfizer Ltd., Mumbai 400705, India
Fax: +91(22)67932444; e-Mail: soundara1959@yahoo.com;
b Applied Chemistry Department, S. V. National Institute of Technology, Surat 395007, India
Further Information

Publication History

Received 27 April 2009
Publication Date:
14 August 2009 (online)

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Abstract

A simple methodology for construction of the C-O-D diphenyl ether 16-membered ring system present in vancomycin by an intramolecular O-arylation reaction of arylboronic acid with substituted phenol for formation of the macrocyclic biaryl ether is described.

Key words

vancomycin - antibiotics - arylboronate - ring closure - O-arylation

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