Ni-Catalyzed Stereodivergent Synthesis of N-Glycosides

被引：0

作者：

Chen, Jinhong ^{[1
,2
]}

Martin, Ruben ^{[1
,3
]}

机构：

[1] Barcelona Inst Sci & Technol, Inst Chem Res Catalonia ICIQ, Av Paisos Catalans 16, Tarragona 43007, Spain

[2] Univ Rovira i Virgili, Dept Quim Analit & Quim Organ, C Marcel li Domingo,1, Tarragona 43007, Spain

[3] Catalan Inst Res & Adv Studies ICREA, Passeig Lluis Companys,23, Barcelona 08010, Spain

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2024年

关键词：

<italic>N</italic>-glycosylation; Stereoselectivity; Nickel catalysis; Epimerization; <italic>N</italic>-glycosides; CHEMICAL-SYNTHESIS; GLYCOSYLATION; CHEMISTRY; DESIGN; TRENDS;

D O I：

10.1002/chem.202403822

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Herein, we describe a stereoselective Ni-catalyzed N-glycosylation of glycals. The reaction is enabled by addition of an in situ generated nickel hydride across an olefin prior to C-N bond-formation. Stereodivergence can be accomplished on kinetic or thermodynamic grounds, thus giving access to either alpha- or beta-N-glycosides with equal ease. The protocol is distinguished by its operational simplicity, generality and exquisite selectivity, thus offering a new gateway to expedite the synthesis of N-glycosides.

引用

页数：6

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