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Intramolecular Tricarbonyl-Ene Reactions and α-Hydroxy-β-Diketone Rearrangements Inspired by the Biosynthesis of Polycyclic Polyprenylated Acylphloroglucinols ; Intramolecular Tricarbonyl-Ene Reactions and alpha-Hydroxy-beta-Diketone Rearrangements Inspired by the Biosynthesis of Polycyclic Polyprenylated Acylphloroglucinols

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اقرأ أكثر حفظ في قائمتي
  • معلومة اضافية
    • بيانات النشر:
      Wiley
    • الموضوع:
      2022
    • Collection:
      The University of Adelaide: Digital Library
    • نبذة مختصرة :
      Version of record online: July 14, 2022 ; Structurally unique natural products pose biosynthetic puzzles whose solution can inspire new chemical reactions. Herein, we propose a unified biosynthetic pathway towards some complex meroterpenoids—the hyperireflexolides, biyoulactones, hybeanones and hypermonones. This hypothesis led to the discovery of uncatalyzed, intramolecular carbonyl-ene reactions that are spontaneous at room temperature. We also developed an anionic cascade reaction featuring an α-hydroxy-β-diketone rearrangement and an intramolecular aldol reaction to access four distinct natural product scaffolds from a common intermediate. ; Andreas B. zur Bonsen, Ricardo A. Peralta, Thoma sFallon, David M. Huang, and Jonathan H. George
    • File Description:
      application/pdf
    • ISSN:
      1433-7851
      1521-3773
    • Relation:
      http://purl.org/au-research/grants/arc/DP200102964; Angewandte Chemie International Edition, 2022; 61(34):1-10; https://hdl.handle.net/2440/135853; Zur Bonsen, A.B. [0000-0001-9111-3876]; Peralta, R.A. [0000-0001-7573-2968]; Fallon, T. [0000-0002-6495-5282]; Huang, D.M. [0000-0003-2048-4500]; George, J.H. [0000-0002-7330-2160]
    • الرقم المعرف:
      10.1002/anie.202203311
    • الدخول الالكتروني :
      https://hdl.handle.net/2440/135853
      https://doi.org/10.1002/anie.202203311
    • Rights:
      © 2022 The Authors. Angewandte Chemie International Edition published by Wiley-VCHGmbH.This is an open access article under the terms of the Creative Commons Attribution License,which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
    • الرقم المعرف:
      edsbas.F75A68C5