Issue 4, 2017
From the journal:

Organic & Biomolecular Chemistry

NHC-catalyzed [4 + 2] annulation of 2-bromo-2-enals with acylhydrazones: enantioselective synthesis of δ-lactams†

Baomin Sun,‡a   Lijiu Gao,‡a   Shide Shen,b   Chenxia Yu,a   Tuanjie Li,a   Yuanwei Xiea  and  Changsheng Yao ORCID logo *a  

* Corresponding authors

a Jiangsu Key Laboratory of Green Synthetic Chemistry for Functional Materials, School of Chemistry and Chemical Engineering, Jiangsu Normal University, Xuzhou 221116, P. R. China
E-mail: csyao@jsnu.edu.cn
Fax: (+86)516-83500365

b Xuzhou Institute of Architectural Technology, Xuzhou, Jiangsu, China

Abstract

An asymmetric assembly of δ-lactams was realized via the NHC-catalyzed formal [4 + 2] annulation of acylhydrazones and 2-bromo-2-enals bearing γ-H. The advantages of this protocol include high enantioselectivity, good yields, mild reaction conditions and potential biological significance of the final products.

Graphical abstract: NHC-catalyzed [4 + 2] annulation of 2-bromo-2-enals with acylhydrazones: enantioselective synthesis of δ-lactams

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Article information

DOI
https://doi.org/10.1039/C6OB02253G
Article type
Paper
Submitted
17 Oct 2016
Accepted
23 Dec 2016
First published
23 Dec 2016

Org. Biomol. Chem., 2017,15, 991-997

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NHC-catalyzed [4 + 2] annulation of 2-bromo-2-enals with acylhydrazones: enantioselective synthesis of δ-lactams

B. Sun, L. Gao, S. Shen, C. Yu, T. Li, Y. Xie and C. Yao, Org. Biomol. Chem., 2017, 15, 991 DOI: 10.1039/C6OB02253G

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