Issue 44, 2019
From the journal:

Chemical Communications

Highly stereoselective synthesis of 2,3-dihydrofurans via a cascade Michael addition-alkylation process: a nitro group as the leaving group†

Yiran Mo,a   Siyang Liu,a   Yingying Liu,a   Ling Ye,b   Zhichuan Shi,a   Zhigang Zhaoa  and  Xuefeng Li ORCID logo *a  

* Corresponding authors

a College of Chemistry and Environment Protection Engineering, Southwest Minzu University, Chengdu 610041, China
E-mail: lixuefeng@swun.edu.cn

b Faculty of Geosciences and Environmental Engineering, Southwest Jiaotong University, Chengdu 610031, China

Abstract

The Michael addition-alkylation process between gem-benzoyl-nitrostyrenes and 1,3-dicarbonyl compounds proceeded smoothly in the presence of a bifunctional squaramide, exclusively providing 2,3-dihydrofurans as trans-diastereomers in 33–92% isolated yields and excellent enantioselectivities (29–>99% ee).

Graphical abstract: Highly stereoselective synthesis of 2,3-dihydrofurans via a cascade Michael addition-alkylation process: a nitro group as the leaving group

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Article information

DOI
https://doi.org/10.1039/C9CC01509D
Article type
Communication
Submitted
22 Feb 2019
Accepted
07 May 2019
First published
07 May 2019

Chem. Commun., 2019,55, 6285-6288

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Highly stereoselective synthesis of 2,3-dihydrofurans via a cascade Michael addition-alkylation process: a nitro group as the leaving group

Y. Mo, S. Liu, Y. Liu, L. Ye, Z. Shi, Z. Zhao and X. Li, Chem. Commun., 2019, 55, 6285 DOI: 10.1039/C9CC01509D

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