Issue 1, 2015
From the journal:

Organic & Biomolecular Chemistry

Palladium(0)-catalyzed synthesis of cyclic glucosides†

Xin Huang,a   Chunling Fua  and  Shengming Ma*a  

* Corresponding authors

a Laboratory of Molecular Recognition and Synthesis, Department of Chemistry, Zhejiang University, Hangzhou 310027, Zhejiang, P. R. China
E-mail: masm@sioc.ac.cn
Fax: (+86)21-6260-9305

Abstract

A highly regio- and stereo-selective synthesis of cyclic β-D-glucosides 3via Pd(0)-catalyzed coupling cyclization of allenyl β-D-glucoside 1 and organic iodides in 20–38% yields is reported. After the deacetylation of 3, we obtained cyclic β-D-glucoses 4 in 90–97% yields, which may have SGLT2 inhibition activities.

Graphical abstract: Palladium(0)-catalyzed synthesis of cyclic glucosides

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Article information

DOI
https://doi.org/10.1039/C4OB01975J
Article type
Paper
Submitted
18 Sep 2014
Accepted
24 Oct 2014
First published
30 Oct 2014

Org. Biomol. Chem., 2015,13, 248-251

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Palladium(0)-catalyzed synthesis of cyclic glucosides

X. Huang, C. Fu and S. Ma, Org. Biomol. Chem., 2015, 13, 248 DOI: 10.1039/C4OB01975J

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