Carbohydrate sulfonyl chlorides for simple, convenient access to glycoconjugates

被引:50
作者
Kvaerno, L [1 ]
Werder, M [1 ]
Hauser, H [1 ]
Carreira, EM [1 ]
机构
[1] ETH Honggerberg, Organ Chem Lab, HCI H335, CH-8093 Zurich, Switzerland
关键词
D O I
10.1021/ol0502127
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] The use of carbohydrate sulfonyl chlorides is introduced as a new, facile glycoconjugation method which could find broad applications. We demonstrate the approach by synthesizing a number of glycosylated cholesterol absorption inhibitors which display high inhibitory efficacies in our recently established in vitro assay. Furthermore, we highlight an advantage of the electron-withdrawing nature of the suffonyl linkage which allowed the synthesis of otherwise unstable azetidine conjugates.
引用
收藏
页码:1145 / 1148
页数:4
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