Issue 30, 2011
From the journal:

Chemical Communications

Chiral N-heterocyclic carbene catalyzed annulation of α,β-unsaturated aldehydes with 1,3-dicarbonyls†

Zhi-Qiang Zhu,a   Xing-Liang Zheng,b   Ning-Fei Jiang,b   Xiaolong Wana  and  Ji-Chang Xiao*a  

* Corresponding authors

a Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China
E-mail: jchxiao@mail.sioc.ac.cn
Fax: (+86) 21-6416 6128

b School of Chemistry and Biological Engineering, Changsha University of Science and Technology, Changsha 410114, China

Abstract

Chiral N-heterocyclic carbene catalyzed annulations of ynals and enals with 1,3-dicarbonyls have been described. The two reactions provided direct and efficient methods for enantioselective synthesis of functionalized dihydropyranones. Comparatively, the reactions starting from ynals were atom-economical; furthermore the reactions of enals demonstrated broader substrate compatibility.

Graphical abstract: Chiral N-heterocyclic carbene catalyzed annulation of α,β-unsaturated aldehydes with 1,3-dicarbonyls

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Article information

DOI
https://doi.org/10.1039/C1CC12778K
Article type
Communication
Submitted
11 May 2011
Accepted
03 Jun 2011
First published
27 Jun 2011

Chem. Commun., 2011,47, 8670-8672

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Chiral N-heterocyclic carbene catalyzed annulation of α,β-unsaturated aldehydes with 1,3-dicarbonyls

Z. Zhu, X. Zheng, N. Jiang, X. Wan and J. Xiao, Chem. Commun., 2011, 47, 8670 DOI: 10.1039/C1CC12778K

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