4.7 Article

Syntheses of lewisx and dimeric lewisx:: Construction of branched oligosaccharides by a combination of preactivation and reactivity based chemoselective one-pot Glycosylations

期刊

JOURNAL OF ORGANIC CHEMISTRY
卷 72, 期 23, 页码 8958-8961

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AMER CHEMICAL SOC
DOI: 10.1021/jo701694k

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  1. NIGMS NIH HHS [R01 GM072667, R01 GM72667, R01 GM072667-03] Funding Source: Medline

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[GRAPHICS] Two asymmetrically branched oligosaccharides, Lewis' and dimeric Lewis(X), were assembled in one pot with high yields and exclusive regio- and stereoselectivities. p-Tolyl thiogly-cosides were utilized as the sole type of building blocks, thus simplifying the overall synthetic design. The reactivity-independent nature of the preactivation based method allows modular assembly of the dimeric Lewis(X) octasaccharide without the need for tedious protective group manipulation to achieve exact anomeric reactivities.

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