Issue 67, 2013
From the journal:

Chemical Communications

Desymmetrization of 4,6-diprotected myo-inositol†

Markus B. Lauber,a   Constantin-Gabriel Daniliucb  and  Jan Paradies*a  

* Corresponding authors

a Karlsruhe Institute of Technology, Institute for Organic Chemistry, Fritz-Haber Weg 6, Germany
E-mail: jan.paradies@kit.edu
Fax: +49 721-608 45637
Tel: +49 721 608 45344

b University of Münster, Corrensstrasse 40, Münster, Germany
E-mail: constantin.daniliuc@uni-muenster.de
Fax: +49 251 83-39772
Tel: +49 251 83-33293

Abstract

The asymmetric desymmetrization of 4,6-diprotected myo-inositol derivatives was achieved by using a bifunctional, readily available nucleophilic catalyst. The orthogonally protected products were obtained in 80–99% yield with 90–99% ee. Such structures serve as potential enantiopure building blocks for the synthesis of myo-inositol phosphates.

Graphical abstract: Desymmetrization of 4,6-diprotected myo-inositol

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Article information

DOI
https://doi.org/10.1039/C3CC43663B
Article type
Communication
Submitted
15 May 2013
Accepted
26 Jun 2013
First published
27 Jun 2013

Chem. Commun., 2013,49, 7409-7411

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Desymmetrization of 4,6-diprotected myo-inositol

M. B. Lauber, C. Daniliuc and J. Paradies, Chem. Commun., 2013, 49, 7409 DOI: 10.1039/C3CC43663B

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