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Rhodium catalysed enantioselective synthesis of mono-(halo)-methyl-cyclopropanes

Abstract : The catalytic asymmetric synthesis of mono-fluoro-, -chloro- and -bromomethyl-1,2-diaryl cyclopropane ester is described. The reaction, using Rh2((S)-BTPCP)4 as a catalyst, allowed the formation of the desired cyclopropanes in good to excellent yields (up to 99%) and excellent diastereoselectivities (up to >20 : 1) and with a high level of enantioselectivities (up to 98% ee). Finally, the synthetic utility of the chiral cyclopropanes was also demonstrated
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Contributor : Madeleine ROUX-MERLIN Connect in order to contact the contributor
Submitted on : Wednesday, September 4, 2019 - 4:03:23 PM
Last modification on : Sunday, June 26, 2022 - 2:40:34 AM



Claire Schlinquer, Wei-Sheng Huang, Ling Chen, Thomas Poisson, Xavier Pannecoucke, et al.. Rhodium catalysed enantioselective synthesis of mono-(halo)-methyl-cyclopropanes. Organic and Biomolecular Chemistry, Royal Society of Chemistry, 2019, 17 (3), pp.472-476. ⟨10.1039/C8OB03041C⟩. ⟨hal-02278789⟩



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