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Issue 1, 2015
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Preparation of cycloheptane ring by nucleophilic cyclopropanation of 1,2-diketones with bis(iodozincio)methane

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Abstract

The nucleophilic cyclopropanation of hexa-1,5-diene-3,4-diones with bis(iodozincio)methane afforded the Zn alkoxides of cis-dialkenylcyclopropane-1,2-diols stereoselectively. The subsequent oxy-Cope rearrangement afforded the corresponding Zn alkoxides of 5,6-dialkylcyclohepta-3,7-diene-1,3-diols.

Graphical abstract: Preparation of cycloheptane ring by nucleophilic cyclopropanation of 1,2-diketones with bis(iodozincio)methane

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Article information


Submitted
14 Jul 2014
Accepted
20 Oct 2014
First published
20 Oct 2014

Org. Biomol. Chem., 2015,13, 241-247
Article type
Paper
Author version available

Preparation of cycloheptane ring by nucleophilic cyclopropanation of 1,2-diketones with bis(iodozincio)methane

R. Haraguchi, Y. Takada and S. Matsubara, Org. Biomol. Chem., 2015, 13, 241
DOI: 10.1039/C4OB01474J

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