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Formal Asymmetric Synthesis of Echinopine A and B

Authors

  • Dr. Philippe A. Peixoto,

    1. Chemical Synthesis Laboratory@Biopolis, Institute of Chemical and Engineering Sciences (ICES) Agency for Science, Technology and Research (A*STAR), 11 Biopolis Way, The Helios Block, #03–08, Singapore 138667 (Singapore), Fax: (+65) 6874-5869
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  • Dr. Rene Severin,

    1. Chemical Synthesis Laboratory@Biopolis, Institute of Chemical and Engineering Sciences (ICES) Agency for Science, Technology and Research (A*STAR), 11 Biopolis Way, The Helios Block, #03–08, Singapore 138667 (Singapore), Fax: (+65) 6874-5869
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  • Dr. Chih-Chung Tseng,

    1. Chemical Synthesis Laboratory@Biopolis, Institute of Chemical and Engineering Sciences (ICES) Agency for Science, Technology and Research (A*STAR), 11 Biopolis Way, The Helios Block, #03–08, Singapore 138667 (Singapore), Fax: (+65) 6874-5869
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  • Prof. Dr. David Y.-K. Chen

    Corresponding author
    1. Chemical Synthesis Laboratory@Biopolis, Institute of Chemical and Engineering Sciences (ICES) Agency for Science, Technology and Research (A*STAR), 11 Biopolis Way, The Helios Block, #03–08, Singapore 138667 (Singapore), Fax: (+65) 6874-5869
    • Chemical Synthesis Laboratory@Biopolis, Institute of Chemical and Engineering Sciences (ICES) Agency for Science, Technology and Research (A*STAR), 11 Biopolis Way, The Helios Block, #03–08, Singapore 138667 (Singapore), Fax: (+65) 6874-5869
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Errata

This article is corrected by:

  1. Errata: Berichtigung: Formal Asymmetric Synthesis of Echinopine A and B Volume 124, Issue 42, 10585, Article first published online: 10 October 2012

  • We thank Doris Tan (ICES) for high resolution mass spectrometric (HRMS) assistance. Financial support for this work was provided by A*STAR, Singapore.

Abstract

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Reizvolle Strukturen: Die formalen Synthesen von 1 und 2 gelangen mithilfe einer Kaskadenstrategie, die von 3 ausgeht und eine Enincycloisomerisierung sowie eine intramolekulare Diels-Alder-Reaktion umfasst. Das Produkt 4 ging im weiteren Syntheseverlauf eine Ringverengung ein, die ein bereits bekanntes Intermediat lieferte. Das Resultat ist eine formale Synthese der strukturell faszinierenden Titelverbindungen.

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