Fluorous-Assisted One-Pot Oligosaccharide Synthesis.

European J Org Chem

Department of Chemistry, Michigan State University, East Lansing, Michigan 48824, USA.

Published: March 2010

A new method for oligosaccharide assembly that combines the advantages of one-pot synthesis and fluorous separation is described. After one-pot glycosylations are completed, a fluorous tag is introduced into the reaction mixture to selectively "catch" the desired oligosaccharide, which is rapidly separated from non-fluorous impurities by fluorous solid-phase extraction (F-SPE). Subsequent "release" of the fluo rous tag and F-SPE achieved the purification of the desired oligosaccharide without the use of time- and solvent-consuming silica gel chromatography. Linear and branched oligosaccharides have been synthesized with this approach in just a few hours (for the overall oligosaccharide assembly and purification process).

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC3324286PMC
http://dx.doi.org/10.1002/ejoc.200901155DOI Listing

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