Unexpectedly selective formation and reactions of epoxycyclooctenones under microwave-mediated conditions

Fawcett, John and Griffith, Gerry A and Percy, Jonathan and Uneyama, Emi (2004) Unexpectedly selective formation and reactions of epoxycyclooctenones under microwave-mediated conditions. Organic Letters, 6 (8). pp. 1277-1280. ISSN 1523-7060 (https://doi.org/10.1021/ol0496327)

Abstract

Topologically mobile difluorinated cyclooctenones undergo rapid, high-yielding, and completely stereoselective epoxidations with methyl-(trifluoromethyl)dioxirane. The epoxides resist conventional hydrolysis but react smoothly in basic media under microwave irradiation to afford unique hemiacetals and hemiaminals in good yield.

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• Item metadata

  Item type:	Article
  ID code:	38966
  Dates:	Date Event 2004 Published
  Subjects:	Science > Chemistry
  Department:	Faculty of Science > Pure and Applied Chemistry
  Depositing user:	Pure Administrator
  Date deposited:	04 Apr 2012 15:30
  Last modified:	08 Apr 2024 19:53
  URI:	https://strathprints.strath.ac.uk/id/eprint/38966