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Synthesis of 3‐Oxaterpenoids and Its Application in the Total Synthesis of (±)‐Moluccanic Acid Methyl Ester

2012; Wiley; Volume: 124; Issue: 42 Linguagem: Inglês

10.1002/ange.201205981

1521-3757

Bin Li, Yin‐Chang Lai, Yujun Zhao, Yiu‐hang Wong, Zhi‐Liang Shen, Teck‐Peng Loh,

Marine Sponges and Natural Products

Angewandte ChemieVolume 124, Issue 42 p. 10771-10775 Zuschrift Synthesis of 3-Oxaterpenoids and Its Application in the Total Synthesis of (±)-Moluccanic Acid Methyl Ester† Bin Li, Bin Li Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637616 (Singapore)Search for more papers by this authorYin-Chang Lai, Yin-Chang Lai Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637616 (Singapore)Search for more papers by this authorDr. Yujun Zhao, Dr. Yujun Zhao Departments of Internal Medicine, University of Michigan, Ann Arbor, MI 48109 (USA)Search for more papers by this authorYiu-Hang Wong, Yiu-Hang Wong Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637616 (Singapore)Search for more papers by this authorZhi-Liang Shen, Zhi-Liang Shen Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637616 (Singapore)Search for more papers by this authorProf. Teck-Peng Loh, Corresponding Author Prof. Teck-Peng Loh teckpeng@ntu.edu.sg Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026 (China) Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637616 (Singapore)Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026 (China)Search for more papers by this author Bin Li, Bin Li Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637616 (Singapore)Search for more papers by this authorYin-Chang Lai, Yin-Chang Lai Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637616 (Singapore)Search for more papers by this authorDr. Yujun Zhao, Dr. Yujun Zhao Departments of Internal Medicine, University of Michigan, Ann Arbor, MI 48109 (USA)Search for more papers by this authorYiu-Hang Wong, Yiu-Hang Wong Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637616 (Singapore)Search for more papers by this authorZhi-Liang Shen, Zhi-Liang Shen Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637616 (Singapore)Search for more papers by this authorProf. Teck-Peng Loh, Corresponding Author Prof. Teck-Peng Loh teckpeng@ntu.edu.sg Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026 (China) Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637616 (Singapore)Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026 (China)Search for more papers by this author First published: 17 September 2012 https://doi.org/10.1002/ange.201205981Citations: 16 † We thank Dr. Yong-Xin Li for X-ray analyses. We gratefully acknowledge the Nanyang Technological University and the Singapore Ministry of Education Academic Research Fund Tier 2 (MOE2010- T2-2-067 and MOE2011-T2-1-013) for financial support. 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 Kaskaden: Eine InBr3-katalysierte intermolekulare Prins-Reaktion/Polyencyclisierung bietet einen einfachen Zugang zu 3-Oxaterpenoiden. Die Reaktion ist mit verschiedenen Aldehyden, Ketonen und Polyolefin-Alkohol-Substraten kompatibel. Zusätzlich gelang die Totalsynthese von (±)-Moluccansäuremethylester mit einer solchen Prins-Reaktion/Polyencyclisierung als Schlüsselreaktion. 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_201205981_sm_miscellaneous_information.pdf4.8 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. Volume124, Issue42October 15, 2012Pages 10771-10775 This is the German version of Angewandte Chemie. Note for articles published since 1962: Do not cite this version alone. 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