Hindered biaryls by C–H coupling: bisoxazoline-Pd catalysis leading to enantioselective C–H coupling

Kazuya Yamaguchi; Junichiro Yamaguchi; Armido Studer; Kenichiro Itami

doi:10.1039/C2SC20277H

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Chemical Science

Issue 6, 2012

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Hindered biaryls by C–H coupling: bisoxazoline-Pd catalysis leading to enantioselective C–H coupling

Kazuya Yamaguchi,^a Junichiro Yamaguchi,*^a Armido Studer^b and Kenichiro Itami*^a

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Department of Chemistry, Graduate School of Science, Nagoya University, Chikusa, Japan
E-mail: junichiro@chem.nagoya-u.ac.jp ;
Fax: +81-52-788-6098 ;
Tel: +81-52-788-6098

Organisch-Chemisches Institut, Westfälische Wilhelms-Universität Münster, Corrensstrasse 40, 48149 Münster, Germany

Chem. Sci., 2012,3, 2165-2169

DOI: 10.1039/C2SC20277H
Received 06 Mar 2012, Accepted 20 Mar 2012
First published online 21 Mar 2012

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A new Pd-catalyzed C–H/C–B coupling of sterically hindered heteroarenes and arylboronic acids has been identified. The newly established Pd(OAc)₂/bisoxazoline/TEMPO system not only enables the synthesis of sterically hindered heterobiaryls but also offers an opportunity for enantioselective biaryl coupling through C–H functionalization.

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Hindered biaryls by C–H coupling: bisoxazoline-Pd catalysis leading to enantioselective C–H coupling

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