Synlett 2010(11): 1709-1711  
DOI: 10.1055/s-0029-1219964
CLUSTER
© Georg Thieme Verlag Stuttgart ˙ New York

Asymmetric Synthesis of Indolines Bearing a Benzylic Quaternary Stereocenter through Intramolecular Arylcyanation of Alkenes

Jen-Chieh Hsieh, Shiro Ebata, Yoshiaki Nakao*, Tamejiro Hiyama*
Department of Material Chemistry, Graduate School of Engineering, Kyoto University, Kyoto 615-8510, Japan
Fax: +81(75)3832445; e-Mail: yoshiakinakao@npc05.mbox.media.kyoto-u.ac.jp; e-Mail: thiyama@z06.mbox.media.kyoto-u.ac.jp;
Further Information

Publication History

Received 1 April 2010
Publication Date:
10 June 2010 (eFirst)

Abstract

Enantioselective intramolecular arylcyanation of olefins is achieved by a Ni(cod)2/chiral phosphinoxazoline/AlMe2Cl catalyst to give chiral, substituted indoline derivatives bearing a benzylic quaternary stereocenter in high yields with good to excellent enantioselectivities.