4.7 Article

Dictazoles: Potential Vinyl Cyclobutane Biosynthetic Precursors to the Dictazolines

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 75, Issue 7, Pages 2399-2402

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo902566n

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Funding

  1. Victoria S. and Bradley L. Geist Foundation [20070461]
  2. NSF [OCE04-32479, CH E9974921]
  3. NIEHS [P50 ES012740]
  4. Elsa U. Pardee Foundation
  5. DOD [W911NF-04-1-0344]

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We report here the isolation of five new compounds, dictazoles A and B (1 and 2) and dictazolines C-E (5-7). Evidence is presented for the direct conversion of the cyclobutyl analogue 1 to its cyclohexyl constitutional isomer 5 via a vinyl cyclobutane rearrangement.

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