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A Highly Site‐, Regio‐, and Stereoselective Lewis Acid Catalyzed Formal [3+3] Cycloaddition of Methylenecyclopropane‐1,1‐Diesters with C,N‐Diarylnitrones

2008; Wiley; Volume: 15; Issue: 2 Linguagem: Inglês

10.1002/chem.200801990

ISSN

1521-3765

Autores

Bao Hu, Jianlin Zhu, Siyang Xing, Jie Fang, Ding Du, Zhongwen Wang,

Tópico(s)

Asymmetric Synthesis and Catalysis

Resumo

Chemistry – A European JournalVolume 15, Issue 2 p. 324-327 Communication A Highly Site-, Regio-, and Stereoselective Lewis Acid Catalyzed Formal [3+3] Cycloaddition of Methylenecyclopropane-1,1-Diesters with C,N-Diarylnitrones Bao Hu Dr., Bao Hu Dr. State Key Laboratory of Elemento-Organic Chemistry, Institute of Elemento-Organic Chemistry, Nankai University, Tianjin 300071 (China), Fax: (+86) 22-23498191Search for more papers by this authorJianlin Zhu, Jianlin Zhu State Key Laboratory of Elemento-Organic Chemistry, Institute of Elemento-Organic Chemistry, Nankai University, Tianjin 300071 (China), Fax: (+86) 22-23498191Search for more papers by this authorSiyang Xing, Siyang Xing State Key Laboratory of Elemento-Organic Chemistry, Institute of Elemento-Organic Chemistry, Nankai University, Tianjin 300071 (China), Fax: (+86) 22-23498191Search for more papers by this authorJie Fang, Jie Fang State Key Laboratory of Elemento-Organic Chemistry, Institute of Elemento-Organic Chemistry, Nankai University, Tianjin 300071 (China), Fax: (+86) 22-23498191Search for more papers by this authorDing Du, Ding Du State Key Laboratory of Elemento-Organic Chemistry, Institute of Elemento-Organic Chemistry, Nankai University, Tianjin 300071 (China), Fax: (+86) 22-23498191Search for more papers by this authorZhongwen Wang Prof., Zhongwen Wang Prof. [email protected] State Key Laboratory of Elemento-Organic Chemistry, Institute of Elemento-Organic Chemistry, Nankai University, Tianjin 300071 (China), Fax: (+86) 22-23498191Search for more papers by this author Bao Hu Dr., Bao Hu Dr. State Key Laboratory of Elemento-Organic Chemistry, Institute of Elemento-Organic Chemistry, Nankai University, Tianjin 300071 (China), Fax: (+86) 22-23498191Search for more papers by this authorJianlin Zhu, Jianlin Zhu State Key Laboratory of Elemento-Organic Chemistry, Institute of Elemento-Organic Chemistry, Nankai University, Tianjin 300071 (China), Fax: (+86) 22-23498191Search for more papers by this authorSiyang Xing, Siyang Xing State Key Laboratory of Elemento-Organic Chemistry, Institute of Elemento-Organic Chemistry, Nankai University, Tianjin 300071 (China), Fax: (+86) 22-23498191Search for more papers by this authorJie Fang, Jie Fang State Key Laboratory of Elemento-Organic Chemistry, Institute of Elemento-Organic Chemistry, Nankai University, Tianjin 300071 (China), Fax: (+86) 22-23498191Search for more papers by this authorDing Du, Ding Du State Key Laboratory of Elemento-Organic Chemistry, Institute of Elemento-Organic Chemistry, Nankai University, Tianjin 300071 (China), Fax: (+86) 22-23498191Search for more papers by this authorZhongwen Wang Prof., Zhongwen Wang Prof. [email protected] State Key Laboratory of Elemento-Organic Chemistry, Institute of Elemento-Organic Chemistry, Nankai University, Tianjin 300071 (China), Fax: (+86) 22-23498191Search for more papers by this author First published: 22 December 2008 https://doi.org/10.1002/chem.200801990Citations: 62Read the full textAboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation 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 onEmailFacebookTwitterLinkedInRedditWechat Graphical Abstract Another pathway: A new type of Lewis acid promoted [3+3] cycloaddition of methylenecyclopropane-1,1-diesters with C,N-diarylnitrones is disclosed. This cycloaddition is highly site-, regio-, and stereoselective and proceeds in moderate-to-excellent yields. A three-component one-pot version of the cycloaddition is also reported. 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_200801990_sm_miscellaneous_information.pdf835.1 KB miscellaneous information Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. 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