Synlett 2006(11): 1675-1678  
DOI: 10.1055/s-2006-947322
LETTER
© Georg Thieme Verlag Stuttgart · New York

Catalytic Asymmetric Cyano-Ethoxycarbonylation Reaction of Aldehydes Using a Novel C 2-Symmetric Chiral N,N′-Dioxide Titanium Complex

Qinghan Lia, Lu Changa, Xiaohua Liua, Xiaoming Feng*a,b
a Key Laboratory of Green Chemistry & Technology (Sichuan University), Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, P. R. of China
b State Key Laboratory of Biotherapy, West China Hospital, Sichuan University, Chengdu 610041, P. R. of China
Fax: +86(28)85418249; e-Mail: xmfeng@scu.edu.cn;
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Publication History

Received 1 April 2006
Publication Date:
04 July 2006 (online)

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Abstract

The asymmetric addition of ethyl cyanoformate to a range of aldehydes was efficiently catalyzed by a easily prepared C 2-symmetric chiral N,N′-dioxide-Ti(IV) complex in high yields with up to 90% ee under mild conditions. A linear effect between the enantiopurity of the ligand and the enantiopurity of the product was observed.