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Highly Enantioselective Conjugate Addition of Thioglycolate to Chalcones Catalyzed by Lanthanum: Low Catalyst Loading and Remarkable Chiral Amplification

2010; Wiley; Volume: 122; Issue: 25 Linguagem: Inglês

10.1002/ange.201000105

1521-3757

Yonghai Hui, Jun Jiang, Wentao Wang, Weiliang Chen, Yunfei Cai, Lili Lin, Xiaohua Liu, Xiaoming Feng,

Polyoxometalates: Synthesis and Applications

Angewandte ChemieVolume 122, Issue 25 p. 4386-4389 Zuschrift Highly Enantioselective Conjugate Addition of Thioglycolate to Chalcones Catalyzed by Lanthanum: Low Catalyst Loading and Remarkable Chiral Amplification† Yonghai Hui, Yonghai Hui Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064 (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 (China), Fax: (+86) 28-8541-8249Search for more papers by this authorWentao Wang, Wentao Wang Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064 (China), Fax: (+86) 28-8541-8249Search for more papers by this authorWeiliang Chen, Weiliang Chen Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064 (China), Fax: (+86) 28-8541-8249Search for more papers by this authorYunfei Cai, Yunfei Cai Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064 (China), Fax: (+86) 28-8541-8249Search for more papers by this authorLili Lin Dr., Lili Lin Dr. Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064 (China), Fax: (+86) 28-8541-8249Search for more papers by this authorXiaohua Liu Dr., Xiaohua Liu Dr. Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064 (China), Fax: (+86) 28-8541-8249Search for more papers by this authorXiaoming Feng Prof. Dr., Xiaoming Feng Prof. Dr. xmfeng@scu.edu.cn Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064 (China), Fax: (+86) 28-8541-8249Search for more papers by this author Yonghai Hui, Yonghai Hui Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064 (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 (China), Fax: (+86) 28-8541-8249Search for more papers by this authorWentao Wang, Wentao Wang Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064 (China), Fax: (+86) 28-8541-8249Search for more papers by this authorWeiliang Chen, Weiliang Chen Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064 (China), Fax: (+86) 28-8541-8249Search for more papers by this authorYunfei Cai, Yunfei Cai Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064 (China), Fax: (+86) 28-8541-8249Search for more papers by this authorLili Lin Dr., Lili Lin Dr. Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064 (China), Fax: (+86) 28-8541-8249Search for more papers by this authorXiaohua Liu Dr., Xiaohua Liu Dr. Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064 (China), Fax: (+86) 28-8541-8249Search for more papers by this authorXiaoming Feng Prof. Dr., Xiaoming Feng Prof. Dr. xmfeng@scu.edu.cn Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064 (China), Fax: (+86) 28-8541-8249Search for more papers by this author First published: 01 June 2010 https://doi.org/10.1002/ange.201000105Citations: 23 † We acknowledge the National Natural Science Foundation of China (No. 20732003), PCSIRT (No. IRT0846), and National Basic Research Program of China (973 Program)(No. 2010CB833300) for financial support, and Sichuan University Analytical & Testing Centre for NMR analyses. 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 onFacebookTwitterLinkedInRedditWechat Graphical Abstract Kleiner ee –große Wirkung: Mit dem Lanthan(III)-Komplex eines chiralen N,N′-Dioxids als Katalysator verlief die Titelreaktion hoch enantioselektiv und mit hohen Ausbeuten. Besonders bemerkenswert war die große asymmetrische Verstärkung: Das Produkt wurde mit 98 % ee erhalten, wenn 1 Mol-% L/La(OTf)3 mit 2 % ee für L eingesetzt wurde. Tf=Trifluormethansulfonyl. Citing Literature Supporting Information Detailed facts of importance to specialist readers are published as "Supporting Information". Such documents are peer-reviewed, but not copy-edited or typeset. They are made available as submitted by the authors. Filename Description ange_201000105_sm_miscellaneous_information.pdf2.9 MB miscellaneous_information 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. Volume122, Issue25June 7, 2010Pages 4386-4389 This is the German version of Angewandte Chemie. Note for articles published since 1962: Do not cite this version alone. Take me to the International Edition version with citable page numbers, DOI, and citation export. We apologize for the inconvenience. RelatedInformation