C,N-Diaryl Glycosyl Imidates for Catalytic Glycosylation

被引:0
|
作者
Liu, Guangyao [2 ]
Zhou, Xin [1 ]
Zhu, Yulong [2 ]
Zhou, Zijie [1 ]
Chen, Ming [3 ]
Lai, Shusheng [3 ]
Gu, Weiliang [2 ]
Tao, Houchao [1 ]
机构
[1] Shanghai Univ Tradit Chinese Med, Innovat Res Inst Tradit Chinese Med, Shanghai Frontiers Sci Ctr TCM Chem Biol, Shanghai 201203, Peoples R China
[2] Shanghai Univ Tradit Chinese Med, Sch Pharm, Shanghai 201203, Peoples R China
[3] Guangxi Key Lab Comprehens Utilizat Technol Pseudo, Guilin 546318, Guangxi, Peoples R China
基金
中国国家自然科学基金;
关键词
O-GLYCOSYL; INHIBITORS; GLYCANS;
D O I
10.1021/acs.orglett.5c00105
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We report the development of a novel class of glycosyl donors, C,N-diaryl imidates, distinguished by the presence of two identical aryl groups. These DAIs are efficiently synthesized from imidoyl fluorides, which are derived from symmetrical benzophenone precursors. Among the DAIs evaluated, the donor featuring two para-fluorophenyl groups exhibits exceptional versatility and efficiency, enabling high-yield glycosylation reactions across a wide range of acceptors. Key intermediates, including imidoyl fluorides and DAI donors, strike an ideal balance between storage stability and reactivity, underscoring their promise for the streamlined synthesis of complex saccharides.
引用
收藏
页码:1544 / 1548
页数:5
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