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Catalysts 2015, 5(2), 595-605; doi:10.3390/catal5020595

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
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)
View Full-Text   |   Download PDF [695 KB, uploaded 13 April 2015]   |  

Abstract

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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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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MDPI and ACS Style

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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