Issue 69, 2018
From the journal:

Chemical Communications

Palladium-catalyzed enantioselective carboannulation of 1,3-dienes with aryl iodides enables access to chiral indanes†

Xiang Wu, ORCID logo ‡a   Shu-Sen Chen,‡b   Ling Zhang,b   Hai-Jun Wanga  and  Liu-Zhu Gong*bc  

* Corresponding authors

a Anhui Province Key Laboratory of Advanced Catalytic Materials and Reaction Engineering, School of Chemistry and Chemical Engineering, Hefei University of Technology, Hefei 230009, China

b Department of Chemistry, University of Science and Technology of China, Hefei 230026, China
E-mail: gonglz@ustc.edu.cn

c Collaborative Innovation Center of Chemical Science and Engineering, Tianjin 300072, China

Abstract

A palladium-catalyzed enantioselective carboannulation of 1,3-dienes and aryl iodides has been established by using a BINOL-based phosphoramidite ligand. This reaction proceeded via a tandem Heck-type insertion and asymmetric intramolecular Tsuji–Trost allylic alkylation, providing indane derivatives with high levels of enantioselectivity (up to >99% ee).

Graphical abstract: Palladium-catalyzed enantioselective carboannulation of 1,3-dienes with aryl iodides enables access to chiral indanes

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Article information

DOI
https://doi.org/10.1039/C8CC04641G
Article type
Communication
Submitted
11 Jun 2018
Accepted
30 Jul 2018
First published
31 Jul 2018

Chem. Commun., 2018,54, 9595-9598

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Palladium-catalyzed enantioselective carboannulation of 1,3-dienes with aryl iodides enables access to chiral indanes

X. Wu, S. Chen, L. Zhang, H. Wang and L. Gong, Chem. Commun., 2018, 54, 9595 DOI: 10.1039/C8CC04641G

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