Design and synthesis of multivalent neoglycoconjugates by click conjugations

被引：8
|
作者：
Ding, Feiqing [1 ]
Ji, Li [1 ]
William, Ronny [1 ]
Chai, Hua [1 ]
Liu, Xue-Wei [1 ]
机构：
[1] Nanyang Technol Univ, Sch Phys & Math Sci, Div Chem & Biol Chem, Singapore 637371, Singapore
来源：
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY | 2014年 / 10卷
关键词：
click conjugations; copper-catalyzed; microwave irradiation; multivalent glycosystems; neoglycoconjugates; one-pot; 1,3-DIPOLAR CYCLOADDITIONS; ORGANIC-SYNTHESIS; RECENT TRENDS; CHEMISTRY; AZIDE; EFFICIENT; TRIAZOLE; ALKYNES; FACILE;
D O I：
10.3762/bjoc.10.134
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A highly stereoselective BF3 center dot OEt2-promoted tandem hydroamination/glycosylation on glycal scaffolds has been developed to form propargyl 3-tosylamino-2,3-dideoxysugars in a one-pot manner. Subsequent construction of multivalent 3-tosylamino-2,3-dideoxy-neoglycoconjugates with potential biochemical applications was presented herein involving click conjugations as the key reaction step. The copper-catalyzed regioselective click reaction was tremendously accelerated with assistance of microwave irradiation.
引用
收藏
页码：1325 / 1332
页数：8
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