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Asymmetric Activation oftropos 2,2′-Biphenol with Cinchonine Generates an Effective Catalyst for the Asymmetric Strecker Reaction ofN-Tosyl-Protected Aldimines and Ketoimines

2007; Wiley; Volume: 119; Issue: 44 Linguagem: Inglês

10.1002/ange.200703188

1521-3757

Jun Wang, Xiaolei Hu, Jun Jiang, Shaohua Gou, Xiao Huang, Xiaohua Liu, Xiaoming Feng,

Axial and Atropisomeric Chirality Synthesis

Angewandte ChemieVolume 119, Issue 44 p. 8620-8622 Zuschrift Asymmetric Activation of tropos 2,2′-Biphenol with Cinchonine Generates an Effective Catalyst for the Asymmetric Strecker Reaction of N-Tosyl-Protected Aldimines and Ketoimines† Jun Wang, Jun Wang Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, P.R. China, Fax: (+86) 28-8541-8249Search for more papers by this authorXiaolei Hu, Xiaolei Hu Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, P.R. China, Fax: (+86) 28-8541-8249Search for more papers by this authorJun Jiang, Jun Jiang Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, P.R. China, Fax: (+86) 28-8541-8249Search for more papers by this authorShaohua Gou, Shaohua Gou Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, P.R. China, Fax: (+86) 28-8541-8249Search for more papers by this authorXiao Huang, Xiao Huang Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, P.R. China, Fax: (+86) 28-8541-8249Search for more papers by this authorXiaohua Liu, Xiaohua Liu Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, P.R. China, Fax: (+86) 28-8541-8249Search for more papers by this authorXiaoming Feng Prof., Xiaoming Feng Prof. xmfeng@scu.edu.cn Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, P.R. China, Fax: (+86) 28-8541-8249 State Key Laboratory of Biotherapy, Sichuan University, Chengdu 610041, P.R. ChinaSearch for more papers by this author Jun Wang, Jun Wang Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, P.R. China, Fax: (+86) 28-8541-8249Search for more papers by this authorXiaolei Hu, Xiaolei Hu Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, P.R. China, Fax: (+86) 28-8541-8249Search for more papers by this authorJun Jiang, Jun Jiang Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, P.R. China, Fax: (+86) 28-8541-8249Search for more papers by this authorShaohua Gou, Shaohua Gou Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, P.R. China, Fax: (+86) 28-8541-8249Search for more papers by this authorXiao Huang, Xiao Huang Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, P.R. China, Fax: (+86) 28-8541-8249Search for more papers by this authorXiaohua Liu, Xiaohua Liu Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, P.R. China, Fax: (+86) 28-8541-8249Search for more papers by this authorXiaoming Feng Prof., Xiaoming Feng Prof. xmfeng@scu.edu.cn Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, P.R. China, Fax: (+86) 28-8541-8249 State Key Laboratory of Biotherapy, Sichuan University, Chengdu 610041, P.R. ChinaSearch for more papers by this author First published: 02 November 2007 https://doi.org/10.1002/ange.200703188Citations: 51 † We are grateful to the National Natural Science Foundation of China (20602025) for financial support. We also thank the Sichuan University Analytical and Testing Center for NMR spectroscopic analysis and the State Key Laboratory of Biotherapy for HRMS analysis. Read the full textAboutPDF ToolsRequest permissionAdd to favorites ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Share a linkShare onFacebookTwitterLinked InRedditWechat Abstract Tropo' bello! Die asymmetrische Aktivierung des flexiblen Biphenols 1 und Ti(OiPr)4 mit Cinchonin 2 erzeugt in situ einen effizienten Katalysator für die asymmetrische Strecker-Reaktion von N-Tosyl(Ts)-Iminen. Unter milden Bedingungen werden Aldimine, Arylalkylketoimine, unsymmetrische Diarylketoimine und weitere Substrate zumeist hoch enantioselektiv umgesetzt (bis 99 % ee). Citing Literature Supporting Information Supporting information for this article is available on the WWW under http://www.wiley-vch.de/contents/jc_2001/2007/z703188_s.pdf or from the author. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article. Volume119, Issue44November 12, 2007Pages 8620-8622 This is the German version of Angewandte Chemie. Note for articles published since 1962: Do not cite this version alone. 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