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Carbohydrate sulfonyl chlorides for simple, convenient access to glycoconjugates
Lisbet Kvaernø1, Moritz Werder, Helmut Hauser
1Laboratorium für Organische Chemie, ETH Hönggerberg HCI H335, CH-8093 Zürich, Switzerland.
Abstract:
[reaction: see text] 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 sulfonyl linkage which allowed the synthesis of otherwise unstable azetidine conjugates.
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