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ZnI2-Directed Stereocontrolled α-Glucosylation

Authors :
Wanmeng Zhu
Akihiro Ishiwata
Hui Cai
Xue-Wei Liu
Jiaming Ao
Qian Xiao
Aoxin Guo
Yukishige Ito
Feiqing Ding
Xuemei Zhong
Siai Zhou
Source :
Organic Letters. 23:6841-6845
Publication Year :
2021
Publisher :
American Chemical Society (ACS), 2021.

Abstract

Here we report a glucosylation strategy mediated by ZnI2, a cheap and mild Lewis acid, for the highly stereoselective construction of 1,2-cis-O-glycosidic linkages using easily accessible and common 4,6-O-tethered glucosyl donors. The versatility and effectiveness of the α-glucosylation strategy were demonstrated successfully with various acceptors, including complex alcohols. This approach demonstrates the feasibility of the modular synthesis of various α-glucans with both linear and branched backbone structures.

Details

ISSN :
15237052 and 15237060
Volume :
23
Database :
OpenAIRE
Journal :
Organic Letters
Accession number :
edsair.doi...........7cc20821e6421a8746a1fb82fde6a20f
Full Text :
https://doi.org/10.1021/acs.orglett.1c02405