Issue 26, 2019
From the journal:

Chemical Communications

Access to chiral tetrahydrofluorenes through a palladium-catalyzed enantioselective tandem intramolecular Heck/Tsuji–Trost reaction†

Ying Zhang,‡a   Hong-Cheng Shen,‡a   Yang-Yang Li,a   Yong-Shuang Huang,b   Zhi-Yong Han ORCID logo a  and  Xiang Wu ORCID logo *b  

* Corresponding authors

a Department of Chemistry, University of Science and Technology of China, Hefei, China

b Anhui Province Key Laboratory of Advanced Catalytic Materials and Reaction Engineering, School of Chemistry and Chemical Engineering, Hefei University of Technology, 193 Tunxi Road, Hefei 230009, China
E-mail: wuxiang@hfut.edu.cn

Abstract

A palladium-catalyzed enantioselective coupling of 2,5-cyclohexadienyl-substituted aryl iodides and carbon or heteroatom nucleophiles is described. The reaction proceeded via a tandem asymmetric Heck insertion and Tsuji–Trost allylation, enabling the rapid construction of valuable chiral tetrahydrofluorenes by using a chiral H8-BINOL-based phosphoramidite ligand.

Graphical abstract: Access to chiral tetrahydrofluorenes through a palladium-catalyzed enantioselective tandem intramolecular Heck/Tsuji–Trost reaction

About
Cited by
Related
Download options Please wait...

Supplementary files

Article information

DOI
https://doi.org/10.1039/C9CC01379B
Article type
Communication
Submitted
18 Feb 2019
Accepted
04 Mar 2019
First published
05 Mar 2019

Chem. Commun., 2019,55, 3769-3772

Permissions

Request permissions

Access to chiral tetrahydrofluorenes through a palladium-catalyzed enantioselective tandem intramolecular Heck/Tsuji–Trost reaction

Y. Zhang, H. Shen, Y. Li, Y. Huang, Z. Han and X. Wu, Chem. Commun., 2019, 55, 3769 DOI: 10.1039/C9CC01379B

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.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements