Issue 30, 2010
From the journal:

Chemical Communications

Metal trifluoromethanesulfonate-catalyzed regioselective acylation of myo-inositol 1,3,5-orthoformate†

Laxmansingh T. Padiyar,ab   Yuh-Sheng Wen‡c  and  Shang-Cheng Hung*ab  

* Corresponding authors

a Genomics Research Center, Academia Sinica, No. 128, Section 2, Academia Road, Taipei, Taiwan
E-mail: schung@gate.sinica.edu.tw
Fax: +886-2-27878771

b Department of Chemistry, National Tsing Hua University, No. 101, Section 2, Kuang-Fu Road, Hsinchu, Taiwan

c Institute of Chemistry, Academia Sinica, No. 128, Section 2, Academia Road, Taipei, Taiwan

Abstract

A highly regioselective acylation of myo-inositol 1,3,5-orthoformate at the 4-O/6-O positions is catalyzed by various metal trifluoromethanesulfonates, giving excellent yields; an asymmetric example using (−)-camphanic anhydride is described here.

Graphical abstract: Metal trifluoromethanesulfonate-catalyzed regioselective acylation of myo-inositol 1,3,5-orthoformate

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Article information

DOI
https://doi.org/10.1039/C0CC00236D
Article type
Communication
Submitted
05 Mar 2010
Accepted
24 May 2010
First published
23 Jun 2010

Chem. Commun., 2010,46, 5524-5526

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Metal trifluoromethanesulfonate-catalyzed regioselective acylation of myo-inositol 1,3,5-orthoformate

L. T. Padiyar, Y. Wen and S. Hung, Chem. Commun., 2010, 46, 5524 DOI: 10.1039/C0CC00236D

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