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

1
Consiglio Nazionale delle Ricerche (CNR)-Bari Institute of Crystallography, 70126, Italy
2
Centre for Synthesis and Chemical Biology (CSCB), Royal College of Surgeons in Ireland (RCSI), 123 St Stephen's Green, Dublin 2, Dublin, Ireland
*
Author to whom correspondence should be addressed.
Academic Editor: Dario Landini
Catalysts 2015, 5(2), 595-605; https://doi.org/10.3390/catal5020595
Received: 27 February 2015 / Revised: 27 March 2015 / Accepted: 3 April 2015 / Published: 13 April 2015
(This article belongs to the Special Issue Phase-Transfer Catalysts)
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. View Full-Text
Keywords: phase transfer catalysis; styrylisoxazoles; Michael initiated ring closing reactions phase transfer catalysis; styrylisoxazoles; Michael initiated ring closing reactions
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Piras, L.; Moccia, M.; Cortigiani, M.; Adamo, M.F.A. Cyclopropanation of 5-(1-Bromo-2-phenyl-vinyl)-3-methyl-4-nitro-isoxazoles under Phase Transfer Catalysis (PTC) Conditions. Catalysts 2015, 5, 595-605.

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