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A general strategy for the synthesis of 3,6-branched gluco-oligosaccharides: facile synthesis of the phytoalexin elicitor oligosaccharides

✍ Scribed by Jun Ning; Yuetao Yi; Fanzuo Kong

Publisher
Elsevier Science
Year
2002
Tongue
French
Weight
538 KB
Volume
43
Category
Article
ISSN
0040-4039

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✦ Synopsis

A general method for the synthesis of 3,6-branched gluco-oligosaccharides has been developed. As a typical example of the method, the synthesis of the glucohexatose phytoalexin elicitor on a large scale was achieved via coupling of a trisaccharide donor with a trisaccharide acceptor. The donor and acceptor were prepared easily from 1,2:5,6-di-O-isopropylidene-a-D-glucofuranose, 2,3,4,6-tetra-O-benzoyl-a-D-glucopyranosyl trichloroacetimidate, and 6-O-acetyl-2,3,4-tri-O-benzoyl-a-D-glucopyranosyl trichloroacetimidate in a regio-and stereoselective manner. Higher oligosaccharides of the elicitor including the hepta-, nona-, dodeca-and tetradecasaccharides have also been readily synthesized by this strategy.

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