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One-pot synthesis of bicyclic sugar oxazolidinone from d-glucosamine†
Someswara Rao Sanapala,Suvarn S. Kulkarni
RSC Advances Pub Date : 02/20/2015 00:00:00 , DOI:10.1039/C5RA02270C
Abstract

Herein we report a one-pot and efficient method for the synthesis of a 1,2-cis fused furanoside bicyclic oxazolidinone derivative of D-glucosamine via pyranose to furanose conversion and concomitant cyclization involving the N-Troc group. The D-glucosamine oxazolidinone derivative was efficiently transformed into oxazolidinones of D-xylosamine, D-allosamine and D-ribosamine.

Graphical abstract: One-pot synthesis of bicyclic sugar oxazolidinone from d-glucosamine
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