Improved Synthesis of C2 and C6 Monoderivatives of α- and β-Cyclodextrin via the Click Chemistry Approach

被引：8

作者：

Chmurski, Kazimierz ^{[1
]}

Stepniak, Pawel ^{[1
,2
]}

Jurczak, Janusz ^{[2
]}

机构：

[1] Univ Warsaw, Fac Chem, PL-02093 Warsaw, Poland

[2] Polish Acad Sci, Inst Organ Chem, PL-01224 Warsaw, Poland

来源：

SYNTHESIS-STUTTGART | 2015年 / 47卷 / 13期

关键词：

cyclodextrins; azides; copper; cycloaddition; ligands;

D O I：

10.1055/s-0034-1380701

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient multigram-scale azide-alkyne coupling of cyclodextrin derivatives mono-6-azido-6-deoxy--cyclodextrin, mono-2-O-propargyl--cyclodextrin, and mono-2-O-propargyl--cyclodextrin with terminal alkynyl aryl ethers or azides, mediated by copper(I) is reported. This process uses a stoichiometric ratio of substrates and 5 mol% of the copper catalyst to give the products with full conversion; thus, no chromatographic purification is necessary. The yields of both - and -cyclodextrin derivatives are in the range of 80 to 99%.

引用

页码：1838 / 1843

页数：6

共 15 条

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