Issue 5, 2002
From the journal:

New Journal of Chemistry

Selective protection of spirocyclic diols. An unusual acetal opening by DIBAL-H

Janine Cossy,*a   Barbara Gille,a   Véronique Bellostaa  and  Arthur Duprata  

* Corresponding authors

a Laboratoire de Chimie Organique, (CNRS UMR 7084), ESPCI, 10 rue Vauquelin, Paris Cedex 05, France
E-mail: janine.cossy@espci.fr
Fax: +33-1-40-79-46-60

Abstract

The spirocyclic diols 1 and 2, which possess two secondary hydroxyl groups, have been selectively protected as the monobenzyl ethers by a two-step procedure. Diols 1 and 2 were first transformed to their corresponding acetals 3 and 4, and the regioselective opening of these acetals with DIBAL-H produced the desired monoprotected diols.

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Article information

DOI
https://doi.org/10.1039/B110778J
Article type
Paper
Submitted
19 Oct 2001
Accepted
26 Dec 2001
First published
23 May 2002

New J. Chem., 2002,26, 526-529

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Selective protection of spirocyclic diols. An unusual acetal opening by DIBAL-H

J. Cossy, B. Gille, V. Bellosta and A. Duprat, New J. Chem., 2002, 26, 526 DOI: 10.1039/B110778J

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