Issue 10, 2021
From the journal:

Organic Chemistry Frontiers

Stereoselective synthesis of α-d-fructofuranosides using a 4,6-O-siloxane-protected donor†

Huan He,‡a   Yanmei Wu,‡a   Yao Huang,a   Xue Li,a   Rui Wang,a   Jin-Song Yang, ORCID logo a   Xiao-Yu Liu ORCID logo *a  and  Yong Qin ORCID logo *a  

* Corresponding authors

a Key Laboratory of Drug-Targeting and Drug Delivery System of the Education Ministry and Sichuan Province, and Sichuan Research Center for Drug Precision Industrial Technology, West China School of Pharmacy, Sichuan University, Chengdu 610041, Sichuan Province, China
E-mail: xyliu@scu.edu.cn, yongqin@scu.edu.cn

Abstract

A stereoselective glycosylation approach to α-D-fructofuranosides employing a 4,6-O-tetraisopropyldisiloxanylidene-containing thio-fructofuranoside donor is described. This method features broad substrate scope and good functional-group tolerance, which allowed the efficient synthesis of the α-isomers of inulin oligosaccharides.

Graphical abstract: Stereoselective synthesis of α-d-fructofuranosides using a 4,6-O-siloxane-protected donor

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Article information

DOI
https://doi.org/10.1039/D1QO00203A
Article type
Research Article
Submitted
04 Feb 2021
Accepted
11 Mar 2021
First published
15 Mar 2021

Org. Chem. Front., 2021,8, 2263-2267

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Stereoselective synthesis of α-D-fructofuranosides using a 4,6-O-siloxane-protected donor

H. He, Y. Wu, Y. Huang, X. Li, R. Wang, J. Yang, X. Liu and Y. Qin, Org. Chem. Front., 2021, 8, 2263 DOI: 10.1039/D1QO00203A

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