Issue 20, 2010
From the journal:

Organic & Biomolecular Chemistry

Studies on highly regio- and stereoselective hydration of 1,2-allenylic sulfoxides†

Zhao Fang,a   Chao Zhou,a   Chunling Fu*a  and  Shengming Ma*a  

* Corresponding authors

a Laboratory of Molecular Recognition and Synthesis, Department of Chemistry, Zhejiang University, Hangzhou 310027, Zhejiang, P. R. China
E-mail: masm@mail.sioc.ac.cn
Fax: (+86) 21-62609305

Abstract

A highly regio- and stereoselective hydration of 1,2-allenylic sulfoxides in which proton served as the electrophile was reported. Through the X-ray diffraction study, it was concluded that the reaction may proceed via a 5-membered cyclic intermediate following by attack of the −OH at the sulfur atom.

Graphical abstract: Studies on highly regio- and stereoselective hydration of 1,2-allenylic sulfoxides

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Article information

DOI
https://doi.org/10.1039/C0OB00007H
Article type
Paper
Submitted
15 Apr 2010
Accepted
23 Jun 2010
First published
09 Aug 2010

Org. Biomol. Chem., 2010,8, 4554-4561

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Studies on highly regio- and stereoselective hydration of 1,2-allenylic sulfoxides

Z. Fang, C. Zhou, C. Fu and S. Ma, Org. Biomol. Chem., 2010, 8, 4554 DOI: 10.1039/C0OB00007H

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