Synlett 2014; 25(4): 461-465
DOI: 10.1055/s-0033-1340349
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© Georg Thieme Verlag Stuttgart · New York

A Facile Access to Piperidine Derivatives via Copper(I)-Catalyzed 1,3-Dipolar [6+3] Cycloadditions of Azomethine Ylides with Fulvenes

Hai-Yan Tao
a  College of Chemistry and Molecular Sciences, Wuhan University, Wuhan, 430072, P. R. of China   Fax: +86(27)68754067   Email: cjwang@whu.edu.cn
,
Chun-Jiang Wang*
a  College of Chemistry and Molecular Sciences, Wuhan University, Wuhan, 430072, P. R. of China   Fax: +86(27)68754067   Email: cjwang@whu.edu.cn
b  State Key Laboratory of Elemento-organic Chemistry, Nankai University, Tianjin, 300071, P. R. of China
› Author Affiliations
Further Information

Publication History

Received: 16 September 2013

Accepted after revision: 08 November 2013

Publication Date:
08 January 2014 (online)

Abstract

Enantioenriched heterocyclic piperidines are important structural motifs present in numerous natural products and biologically active molecules. This article outlines our recent efforts to develop a straightforward access to highly functionalized piperidine derivatives with multiple stereogenic centers, in good yields and excellent stereoselectivities, via copper(I)/TF-BiphamPhos-catalyzed asymmetric 1,3-dipolar [6+3] cycloadditions of azomethine ylides with fulvenes.

 
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