4.6 Article

Cyclopropanation of 5-(1-Bromo-2-phenyl- vinyl)-3-methyl-4-nitro-isoxazoles under Phase Transfer Catalysis (PTC) Conditions

Journal

CATALYSTS
Volume 5, Issue 2, Pages 595-605

Publisher

MDPI
DOI: 10.3390/catal5020595

Keywords

phase transfer catalysis; styrylisoxazoles; Michael initiated ring closing reactions

Funding

  1. Science Foundation Ireland (SFI)
  2. Irish Research Council for Science and Engineering (IRCSET)
  3. Fondazione con il Sud

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Heavily substituted cyclopropane esters were prepared in high yields, complete diastereoselection and average (up to 58%) enantioselectivity. The reaction described herein entailed reacting 4-nitro-5-bromostyrylisoxazoles, a class of powerful Michael acceptors with malonate esters under the catalysis of 5 mol% of a chincona derived phase-transfer catalyst.

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