Issue 3, 2007
From the journal:

Organic & Biomolecular Chemistry

Lewis acid catalyzed ring-opening reactions of methylenecyclopropanes with diphenylphosphine oxide in the presence of sulfur or selenium†

Min Shi,*a   Min Jianga  and  Le-Ping Liua  

* Corresponding authors

a State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai 200032, China
E-mail: mshi@mail.sioc.ac.cn.

Abstract

Methylenecyclopropanes undergo an interesting Lewis acid-catalyzed ring-opening reaction with diphenylphosphine oxide in the presence of sulfur or selenium upon heating at 85 °C in 1,2-dichloroethane to give the corresponding homoallylic thiol or selenol derivatives in good to high yields.

Graphical abstract: Lewis acid catalyzed ring-opening reactions of methylenecyclopropanes with diphenylphosphine oxide in the presence of sulfur or selenium

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Article information

DOI
https://doi.org/10.1039/B616378E
Article type
Communication
Submitted
09 Nov 2006
Accepted
06 Dec 2006
First published
14 Dec 2006

Org. Biomol. Chem., 2007,5, 438-440

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Lewis acid catalyzed ring-opening reactions of methylenecyclopropanes with diphenylphosphine oxide in the presence of sulfur or selenium

M. Shi, M. Jiang and L. Liu, Org. Biomol. Chem., 2007, 5, 438 DOI: 10.1039/B616378E

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