Regioselectivity‐Reversed Asymmetric Aldol Reaction of 1,3‐Dicarbonyl Compounds
2012; Wiley; Volume: 18; Issue: 38 Linguagem: Inglês
10.1002/chem.201201874
ISSN1521-3765
AutoresHongxin Liu, Huayue Wu, Zhenli Luo, Jie Shen, Guowei Kang, Bidai Liu, Zhifu Wan, Jun Jiang,
Tópico(s)Traditional and Medicinal Uses of Annonaceae
ResumoChemistry – A European JournalVolume 18, Issue 38 p. 11899-11903 Communication Regioselectivity-Reversed Asymmetric Aldol Reaction of 1,3-Dicarbonyl Compounds Hongxin Liu, Hongxin Liu College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou, Zhejiang Province 325035 (P.R. China), Fax: (+86) 577-8836-8280Search for more papers by this authorProf. Huayue Wu, Corresponding Author Prof. Huayue Wu [email protected] College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou, Zhejiang Province 325035 (P.R. China), Fax: (+86) 577-8836-8280College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou, Zhejiang Province 325035 (P.R. China), Fax: (+86) 577-8836-8280Search for more papers by this authorZhenli Luo, Zhenli Luo College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou, Zhejiang Province 325035 (P.R. China), Fax: (+86) 577-8836-8280Search for more papers by this authorJie Shen, Jie Shen College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou, Zhejiang Province 325035 (P.R. China), Fax: (+86) 577-8836-8280Search for more papers by this authorGuowei Kang, Guowei Kang College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou, Zhejiang Province 325035 (P.R. China), Fax: (+86) 577-8836-8280Search for more papers by this authorBidai Liu, Bidai Liu College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou, Zhejiang Province 325035 (P.R. China), Fax: (+86) 577-8836-8280Search for more papers by this authorZhifu Wan, Zhifu Wan College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou, Zhejiang Province 325035 (P.R. China), Fax: (+86) 577-8836-8280Search for more papers by this authorProf. Jun Jiang, Corresponding Author Prof. Jun Jiang [email protected] College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou, Zhejiang Province 325035 (P.R. China), Fax: (+86) 577-8836-8280College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou, Zhejiang Province 325035 (P.R. China), Fax: (+86) 577-8836-8280Search for more papers by this author Hongxin Liu, Hongxin Liu College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou, Zhejiang Province 325035 (P.R. China), Fax: (+86) 577-8836-8280Search for more papers by this authorProf. Huayue Wu, Corresponding Author Prof. Huayue Wu [email protected] College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou, Zhejiang Province 325035 (P.R. China), Fax: (+86) 577-8836-8280College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou, Zhejiang Province 325035 (P.R. China), Fax: (+86) 577-8836-8280Search for more papers by this authorZhenli Luo, Zhenli Luo College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou, Zhejiang Province 325035 (P.R. China), Fax: (+86) 577-8836-8280Search for more papers by this authorJie Shen, Jie Shen College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou, Zhejiang Province 325035 (P.R. China), Fax: (+86) 577-8836-8280Search for more papers by this authorGuowei Kang, Guowei Kang College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou, Zhejiang Province 325035 (P.R. China), Fax: (+86) 577-8836-8280Search for more papers by this authorBidai Liu, Bidai Liu College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou, Zhejiang Province 325035 (P.R. China), Fax: (+86) 577-8836-8280Search for more papers by this authorZhifu Wan, Zhifu Wan College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou, Zhejiang Province 325035 (P.R. China), Fax: (+86) 577-8836-8280Search for more papers by this authorProf. Jun Jiang, Corresponding Author Prof. Jun Jiang [email protected] College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou, Zhejiang Province 325035 (P.R. China), Fax: (+86) 577-8836-8280College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou, Zhejiang Province 325035 (P.R. China), Fax: (+86) 577-8836-8280Search for more papers by this author First published: 13 August 2012 https://doi.org/10.1002/chem.201201874Citations: 26Read 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 Graphical Abstract Reverse regioselectivity: The first catalytic asymmetric C-1 functionalization of 1,3-dicarbonyl compounds by an aldol reaction is described, which regioselectively affords 6-hydroxyhexane-2,4-dione derivatives as the only product with high optical purity of up to 93 % ee. Furthermore, this method provides a facile access to enantioenriched oxygen-containing spirooxindoles and spirobutyrolactones from simple commercial available starting materials (see scheme). 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_201201874_sm_miscellaneous_information.pdf8.1 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. Volume18, Issue38September 17, 2012Pages 11899-11903 RelatedInformation
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