Distinct reactivity of Morita–Baylis–Hillman acetates as a novel C2 component in amine-catalyzed [2 + 2 + 2] and [2 + 4] annulations

Rongshun Chen; Silong Xu; Liyi Wang; Yuhai Tang; Zhengjie He

doi:10.1039/C3CC41419A

You do not have JavaScript enabled. Please enable JavaScript to access the full features of the site or access our non-JavaScript page.

Distinct reactivity of Morita–Baylis–Hillman acetates as a novel C₂ component in amine-catalyzed [2 + 2 + 2] and [2 + 4] annulations†

Rongshun Chen,^a Silong Xu,*^b Liyi Wang,^a Yuhai Tang^b and Zhengjie He*^a

Author affiliations

* Corresponding authors

^a The State Key Laboratory of Elemento-Organic Chemistry and Department of Chemistry, Nankai University, Tianjin 300071, P.R. China
E-mail: zhengjiehe@nankai.edu.cn

^b Department of Chemistry, School of Science, Xi'an Jiaotong University, Xi'an 710049, P.R. China
E-mail: silongxu@mail.xjtu.edu.cn

Abstract

Amine-catalyzed [2 + 2 + 2] and [2 + 4] annulations of Morita–Baylis–Hillman (MBH) acetates with cyano activated alkenes and 1,3-azadienes have been developed to provide cyclohexanes and tetrahydropyridines. In the annulations, MBH acetates serve as a novel C₂ component with an inactive homoallylic methyl involved in the bond formation.

Download options Please wait...

Supplementary files

Article information

DOI: https://doi.org/10.1039/C3CC41419A
Article type: Communication
Submitted: 24 Feb 2013
Accepted: 13 Mar 2013
First published: 14 Mar 2013

Download Citation

Chem. Commun., 2013,49, 3543-3545

Permissions

Request permissions

Distinct reactivity of Morita–Baylis–Hillman acetates as a novel C₂ component in amine-catalyzed [2 + 2 + 2] and [2 + 4] annulations

R. Chen, S. Xu, L. Wang, Y. Tang and Z. He, Chem. Commun., 2013, 49, 3543 DOI: 10.1039/C3CC41419A

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Social activity

Fetching data from CrossRef.
This may take some time to load.

Chemical Communications