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.
Accelerating Research
Robert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom
Address
John Eccles HouseRobert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom