4.7 Article

Total Synthsis of (+)-Ambuic Acid: α-Bromination with 1,2-Dibromotetrachloroethane

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 77, Issue 5, Pages 2513-2518

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo202357s

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Funding

  1. Priority Research Centers Program [NRF-2011-0031392]
  2. Basic Science Research Program [NRF-2011-0002654]
  3. Midcareer Researcher Program [NRF-2011-0029186]

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Total synthesis of (+)-ambuic acid has been accomplished from the readily available stereocontrolled Diels-Alder adduct of cyclopentadiene and iodo-1,4-benzoquinone monoketal through an efficient series of steps. A new method for the highly commendable synthesis of alpha-brominated Diels-Alder adduct is described.

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