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Paper | Special issue | Vol 77, No. 2, 2009, pp.909-925
Published online, 25th September, 2008
DOI: 10.3987/COM-08-S(F)59
Studies toward the Total Synthesis of Carba Analogue of Motif of M. TB Cell Wall AG Complex

Mukund K. Gurjar,* Challa Nageswar Reddy, Uttam R. Kalkote, and Mukund S. Chorghade

*Division of Organic Chemistry, National Chemical Laboratory, Pashan Road, Pune 411 008, India

Abstract

Herein we describe the synthesis of the carba analogue of motif C of arabinogalactan complex present in M. tuberculosis cell wall. Pd(0) catalyzed allylic alkylation and Fraser-Reid’s glycosidation are the two key reactions that were employed for the synthesis of central glycosyl accepter unit and the glycosylation respectively.