Issue 14, 2010
From the journal:

Chemical Communications

Diastereoselective HOTf-catalyzed three-component one-pot 1,3-dipolar cycloaddition of α-diazo ester, nitrosobenzene and electron-deficient alkene†

Zhen-Jiang Xu,a   Di Zhu,a   Xiaofei Zeng,a   Fei Wang,a   Bin Tan,a   Yuxuan Hou,a   Yunbo Lva  and  Guofu Zhong*a  

* Corresponding authors

a Division of Chemistry and Biological Chemistry, School of Physical & Mathematical Sciences, Nanyang Technological University, 21 Nanyang Link, Singapore 637371, Singapore
E-mail: guofu@ntu.edu.sg
Fax: (+65) 6791 1961
Tel: (+65) 6316 8761

Abstract

A novel HOTf-catalyzed three-component one-pot cycloaddition of α-diazo ester, nitrosobenzene and electron deficient alkene has been developed. This catalysis is very simple to operate and tolerant to moisture/oxygen to afford the product with high to excellent diastereoselectivity in good to excellent yield, thus providing a useful and convenient method for the preparation of diverse functionalized isoxazolidines under very mild conditions.

Graphical abstract: Diastereoselective HOTf-catalyzed three-component one-pot 1,3-dipolar cycloaddition of α-diazo ester, nitrosobenzene and electron-deficient alkene

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Article information

DOI
https://doi.org/10.1039/B924575H
Article type
Communication
Submitted
24 Nov 2009
Accepted
22 Dec 2009
First published
01 Feb 2010

Chem. Commun., 2010,46, 2504-2506

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Diastereoselective HOTf-catalyzed three-component one-pot 1,3-dipolar cycloaddition of α-diazo ester, nitrosobenzene and electron-deficient alkene

Z. Xu, D. Zhu, X. Zeng, F. Wang, B. Tan, Y. Hou, Y. Lv and G. Zhong, Chem. Commun., 2010, 46, 2504 DOI: 10.1039/B924575H

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