Stereoselective Synthesis of-3-Deoxy-D-manno-oct-2-ulosonic Acid (-Kdo) Glycosides Using 5,7-O-Di-tert-butylsilylene-Protected Kdo Ethyl Thioglycoside Donors
Stereoselective Synthesis of-3-Deoxy-D-manno-oct-2-ulosonic Acid (-Kdo) Glycosides Using 5,7-O-Di-tert-butylsilylene-Protected Kdo Ethyl Thioglycoside Donors
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使用 5,7-O-二叔丁基亚甲硅基保护的 Kdo 乙基硫代糖苷供体立体选择性合成-3-脱氧-D-甘露-辛-2-酮糖酸 (-Kdo) 糖苷
DOI:
10.1002/anie.201505176
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发表时间:
2015-09-07
影响因子:
16.6
通讯作者:
Yang, Jin-Song
中科院分区:
文献类型:
--
作者:
Huang, Jia-Sheng;Huang, Wei;Yang, Jin-Song
An efficient methodology for the synthesis of -Kdo glycosidic bonds has been developed with 5,7-O-di-tert-butylsilylene (DTBS) protected Kdo ethyl thioglycosides as glycosyl donors. The approach permits a wide scope of acceptors to be used, thus affording biologically significant Kdo glycosides in good to excellent chemical yields with complete -selectivity. The synthetic utility of an orthogonally protected Kdo donor has been demonstrated by concise preparation of two -Kdo-containing oligosaccharides.