Biomimetic Total Synthesis of (±)-Pallavicinolide A

Authors

  • Jia-Qiang Dong,

    1. Department of Chemistry, Centre of Novel Functional Molecules, Institute of Chinese Medicine and Institute of Molecular Technology for Drug Discovery and Synthesis, The Chinese University of Hong Kong, Shatin, New Territories, Hong Kong SAR (China), Fax: (+852) 2603-5057
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  • Henry N. C. Wong Prof. Dr.

    1. Department of Chemistry, Centre of Novel Functional Molecules, Institute of Chinese Medicine and Institute of Molecular Technology for Drug Discovery and Synthesis, The Chinese University of Hong Kong, Shatin, New Territories, Hong Kong SAR (China), Fax: (+852) 2603-5057
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  • We thank the Research Grants Council of the Hong Kong Special Administrative Region, China (Project No. CUHK 403505) and Area of Excellence Scheme established under the University Grants Committee of the Hong Kong SAR, China (Project No. AoE/9-10/01) for financial support.

Abstract

Vom Teil zum Ganzen: Die erste Totalsynthese des natürlich vorkommenden Diterpens Pallavicinolid A ist gelungen. Besonders hervorzuheben sind drei biomimetische Umwandlungen: eine basenunterstützte Grob-Fragmentierung, eine Singulettsauerstoff-Oxidation und eine intramolekulare Diels-Alder-Cycloaddition.

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