Title: Asymmetric Conjugate Addition of Nitromethane to Enones Catalyzed by Chiral <i>N</i>,<i>N′</i>‐Dioxide–Scandium(III) Complexes
Abstract: Chemistry – A European JournalVolume 16, Issue 26 p. 7696-7699 Communication Asymmetric Conjugate Addition of Nitromethane to Enones Catalyzed by Chiral N,N′-Dioxide–Scandium(III) Complexes Liwei Wang, Liwei 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 authorQi Zhang, Qi Zhang 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 authorXin Zhou, Xin Zhou 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 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 authorBo Qin Dr., Bo Qin Dr. [email protected] 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. [email protected] 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 Liwei Wang, Liwei 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 authorQi Zhang, Qi Zhang 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 authorXin Zhou, Xin Zhou 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 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 authorBo Qin Dr., Bo Qin Dr. [email protected] 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. [email protected] 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: 05 July 2010 https://doi.org/10.1002/chem.201000688Citations: 38Read the full textAboutRelatedInformationPDFPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessClose modalShare 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 Chalk it up as a "Sc"andal: The asymmetric conjugate addition of chalcone and "cinnamone" derivatives to nitromethane has been realized by using a simple and efficient scandium(III)–N,N′-dioxide complex as the catalyst (see scheme). In the presence of 2–5 mol % catalyst loading, the corresponding products were formed in excellent yields (up to 99 %) and enantioselectivities (up to>99 % ee). 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 chem_201000688_sm_miscellaneous_information.pdf1.9 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. Volume16, Issue26July 12, 2010Pages 7696-7699 RelatedInformation RecommendedAsymmetric Crossed-Conjugate Addition of Nitroalkenes to Enones by a Chiral Bifunctional Diamine OrganocatalystMin Wang, Lili Lin, Jian Shi, Xiaohua Liu, Yulong Kuang, Xiaoming Feng, Chemistry – A European JournalBrønsted Acid Catalyzed Highly Diastereoselective Michael-Type Addition of Azlactones to EnonesEloah P. Ávila, Amanda C. de Mello, Renata Diniz, Giovanni W. Amarante, European Journal of Organic ChemistryAn N,N′-Dioxide/In(OTf)3 Catalyst for the Asymmetric Hetero-Diels–Alder Reaction Between Danishefsky's Dienes and Aldehydes: Application in the Total Synthesis of TriketideZhipeng Yu, Xiaohua Liu, Zhenhua Dong, Mingsheng Xie, Xiaoming Feng Prof. Dr., Angewandte Chemie International EditionHighly Enantioselective 1,4-Addition of Diethyl Phosphite to Enones Using a Dinuclear Zn CatalystDepeng Zhao, Ye Yuan Dr., Albert S. C. Chan Prof., Rui Wang Prof., Chemistry – A European Journal
Publication Year: 2010
Publication Date: 2010-07-05
Language: en
Type: article
Indexed In: ['crossref', 'pubmed']
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Cited By Count: 40
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