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Phosphorus, Sulfur, and Silicon and the Related Elements Volume 188, 2013 - Issue 4: 25th International Conference on the Organic Chemistry of Sulfur (ISOCS-25) held in Czestochowa, Poland, June, 2012
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Original Articles

Preparation of Optically Active 4-Aminopyrrolidines by Radical Addition/Cyclization to Chiral N-(2-(Methoxyimino)Ethyl)-β-Amino-α-Methylene Esters

Akio Kamimura Department of Applied Molecular Bioscience, Graduate School of Medicine, Yamaguchi University, Ube, 755-8611, Japan
,
Yu Yamane Department of Applied Molecular Bioscience, Graduate School of Medicine, Yamaguchi University, Ube, 755-8611, Japan
&
Hidemitsu Uno Department of Chemistry, Graduate School of Science and Engineering, Ehime University, Matsuyama, 790-8577, Japan
Pages 356-366 | Received 28 Sep 2012, Accepted 30 Sep 2012, Published online: 29 May 2013
 
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Abstract

Optically active 4-aminopyrolidines were prepared by radical cyclization induced by addition of tin radical to N-(2-(methoxyimino)ethyl)-β-amino-α-methylene esters, which were readily prepared by Michael/aldol domino reaction to chiral sulfinimines.

GRAPHICAL ABSTRACT

Acknowledgments

The authors are grateful to financial support from Yamaguchi University based on The YU Strategic Program for Fostering Research Activities (2010–2011).

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