Issue 13, 2019
From the journal:

Organic Chemistry Frontiers

Copper-catalyzed highly diastereoselective cross-dehydrogenative coupling between 8-hydroxyisochromanes and 1,3-dicarbonyl compounds†

Zhen Zhang,a   Yong-Qiang Tu, ORCID logo *ab   Xiao-Ming Zhang, ORCID logo a   Fu-Min Zhang ORCID logo a  and  Shao-Hua Wang ORCID logo c  

* Corresponding authors

a State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, P. R. China

b School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University, Shanghai 200240, P. R. China

c School of Pharmacy, Lanzhou University, Lanzhou 730000, P. R. China
E-mail: tuyq@lzu.edu.cn, tuyq@sjtu.edu.cn

Abstract

Herein, a novel copper-catalyzed highly diastereoselective cross-dehydrogenative coupling reaction is reported. A broad range of 1,3-dicarbonyl compounds and 8-hydroxyisochromanes are applicable to this methodology, affording tricyclic chromane products in moderate to high yields with continuous stereocenters identical to natural penicitrinols.

Graphical abstract: Copper-catalyzed highly diastereoselective cross-dehydrogenative coupling between 8-hydroxyisochromanes and 1,3-dicarbonyl compounds

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Article information

DOI
https://doi.org/10.1039/C9QO00353C
Article type
Research Article
Submitted
11 Mar 2019
Accepted
05 May 2019
First published
08 May 2019

Org. Chem. Front., 2019,6, 2275-2279

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Copper-catalyzed highly diastereoselective cross-dehydrogenative coupling between 8-hydroxyisochromanes and 1,3-dicarbonyl compounds

Z. Zhang, Y. Tu, X. Zhang, F. Zhang and S. Wang, Org. Chem. Front., 2019, 6, 2275 DOI: 10.1039/C9QO00353C

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