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Synthesis of Saponins Using Partially Protected Glycosyl Donors
Author(s) -
Yuguo Du,
Guofeng Gu,
Guohua Wei,
Yuxia Hua,
Robert J. Linhardt
Publication year - 2003
Publication title -
organic letters
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.94
H-Index - 239
eISSN - 1523-7060
pISSN - 1523-7052
DOI - 10.1021/ol035353s
Subject(s) - glycosyl , chemistry , glycosylation , yield (engineering) , glycoside , saponin , alkyl , glycosyl donor , stereochemistry , oligosaccharide , combinatorial chemistry , organic chemistry , biochemistry , medicine , materials science , alternative medicine , pathology , metallurgy
[reaction: see text] A new class of glycosyl donors having unprotected 2- and 2,4-hydroxyl groups were investigated under the standard glycosylation conditions. This approach was shown to be generally effective for the synthesis of alkyl and steroidal glycosides. A natural saponin, containing 2,4-branched oligosaccharide, was prepared in 35% overall yield in four straightforward sequential reactions by taking advantage of these partially protected donors.

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