Issue 10, 2011
From the journal:

Organic & Biomolecular Chemistry

Asymmetric construction of 3-vinylidene-pyrrolidine derivatives containing allene moiety viaAg(i)/TF-BiphamPhos-catalyzed 1,3-dipolar cycloaddition of azomethine ylides with diethyl 2-(3,3-diphenylpropa-1,2-dienylidene) malonate†‡

Zhi-Yong Xue,a   Xin Fanga  and  Chun-Jiang Wang*ab  

* Corresponding authors

a College of Chemistry and Molecular Sciences, Wuhan University, Wuhan, China
E-mail: cjwang@whu.edu.cn
Fax: +86-27-68754067

b State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, 354 Fenglin Road, Shanghai, China

Abstract

Catalytic asymmetric 1,3-dipolar cycloaddition of various azomethine ylides with diethyl 2-(3,3-diphenylpropa-1,2-dienylidene)malonate has been developed successfully with good to excellent enantioselectivity for the effcient construction of 3-vinylidene-pyrrolidine derivatives containing a unique allene moiety.

Graphical abstract: Asymmetric construction of 3-vinylidene-pyrrolidine derivatives containing allene moiety viaAg(i)/TF-BiphamPhos-catalyzed 1,3-dipolar cycloaddition of azomethine ylides with diethyl 2-(3,3-diphenylpropa-1,2-dienylidene) malonate

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Article information

DOI
https://doi.org/10.1039/C1OB05291H
Article type
Communication
Submitted
23 Feb 2011
Accepted
21 Mar 2011
First published
22 Mar 2011

Org. Biomol. Chem., 2011,9, 3622-3624

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Asymmetric construction of 3-vinylidene-pyrrolidine derivatives containing allene moiety viaAg(I)/TF-BiphamPhos-catalyzed 1,3-dipolar cycloaddition of azomethine ylides with diethyl 2-(3,3-diphenylpropa-1,2-dienylidene) malonate

Z. Xue, X. Fang and C. Wang, Org. Biomol. Chem., 2011, 9, 3622 DOI: 10.1039/C1OB05291H

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