Issue 19, 2005
From the journal:

Organic & Biomolecular Chemistry

Lactone-free ginkgolides via regioselective DIBAL-H reduction†

Hideki Ishii,a   Sergei V. Dzyuba*a  and  Koji Nakanishi*a  

* Corresponding authors

a Department of Chemistry, Columbia University, Broadway, New York, NY, USA
E-mail: svd2102@columbia.edu; kn5@columbia.edu
Fax: +1 212 932 8273
Tel: +1 212 854 2169

Abstract

The lactone rings of ginkgolide A are converted into corresponding tetrahydrofuran moieties via DIBAL-H reduction followed by deoxygenation of the formed lactols with Et3SiH–BF3·Et2O to produce a series of lactone-free ginkgolides.

Graphical abstract: Lactone-free ginkgolides via regioselective DIBAL-H reduction

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Article information

DOI
https://doi.org/10.1039/B509129B
Article type
Communication
Submitted
29 Jun 2005
Accepted
12 Aug 2005
First published
30 Aug 2005

Org. Biomol. Chem., 2005,3, 3471-3472

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Lactone-free ginkgolides via regioselective DIBAL-H reduction

H. Ishii, S. V. Dzyuba and K. Nakanishi, Org. Biomol. Chem., 2005, 3, 3471 DOI: 10.1039/B509129B

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