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Intermolecular Double Prins-Type Cyclization: A Facile and Efficient Synthesis of 1,6-Dioxecanes

Authors

  • Punna Reddy Ullapu,

    1. Center for Chemoinformatics Research, Korea Institute of Science and Technology, P.O. Box 131, Cheongryang, Seoul 130-650 (South Korea), Fax: (+82) 2-958-5189
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  • Sun-Joon Min Dr.,

    1. Center for Chemoinformatics Research, Korea Institute of Science and Technology, P.O. Box 131, Cheongryang, Seoul 130-650 (South Korea), Fax: (+82) 2-958-5189
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  • Satish N. Chavre,

    1. Center for Chemoinformatics Research, Korea Institute of Science and Technology, P.O. Box 131, Cheongryang, Seoul 130-650 (South Korea), Fax: (+82) 2-958-5189
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  • Hyunah Choo Dr.,

    1. Center for Chemoinformatics Research, Korea Institute of Science and Technology, P.O. Box 131, Cheongryang, Seoul 130-650 (South Korea), Fax: (+82) 2-958-5189
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  • Jae Kyun Lee Dr.,

    1. Center for Chemoinformatics Research, Korea Institute of Science and Technology, P.O. Box 131, Cheongryang, Seoul 130-650 (South Korea), Fax: (+82) 2-958-5189
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  • Ae Nim Pae Dr.,

    1. Center for Chemoinformatics Research, Korea Institute of Science and Technology, P.O. Box 131, Cheongryang, Seoul 130-650 (South Korea), Fax: (+82) 2-958-5189
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  • Youseung Kim Dr.,

    1. Center for Chemoinformatics Research, Korea Institute of Science and Technology, P.O. Box 131, Cheongryang, Seoul 130-650 (South Korea), Fax: (+82) 2-958-5189
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  • Moon Ho Chang Dr.,

    1. Center for Chemoinformatics Research, Korea Institute of Science and Technology, P.O. Box 131, Cheongryang, Seoul 130-650 (South Korea), Fax: (+82) 2-958-5189
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  • Yong Seo Cho Dr.

    1. Center for Chemoinformatics Research, Korea Institute of Science and Technology, P.O. Box 131, Cheongryang, Seoul 130-650 (South Korea), Fax: (+82) 2-958-5189
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Errata

This article is corrected by:

  1. Errata: Intermolecular Double Prins-Type Cyclization: A Facile and Efficient Synthesis of 1,6-Dioxecanes Volume 121, Issue 34, 6306, Article first published online: 7 August 2009

  • Financial support from the Korea Institute of Science and Technology (KIST) is gratefully acknowledged (2K01640, 2E20430). We also thank Dr. YoungSoo Kim for his skilled technical assistance in HPLC separation and Dr. Heechul Ahn for the NMR analysis.

Abstract

Verdoppelter Einsatz: Die Titelreaktion überführt eine Reihe aromatischer Aldehyde in 26–85 % Ausbeute mithilfe von Allenylmethyl-/Allylsilanen in 1,6-Dioxecan-Derivate (siehe Schema; Ar=Aryl, Tf=Triflat, THF=Tetrahydrofuran, TMS=Trimethylsilyl). Die Bisdien-Produkte wurden durch Diels-Alder-Reaktionen in Tricyclen umgewandelt.

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