Enantioselective copper-catalyzed cyclopropanation of styrene by means of chiral bispidine ligands |
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| Institution: | 1. Dipartimento di Chimica Organica e Industriale e Centro Interdisciplinare Studi biomolecolari e applicazioni Industriali (CISI), Università degli Studi di Milano, via G. Venezian 21, 20133 Milano, Italy;2. Istituto di Scienze e Tecnologie Molecolari—CNR, Via Golgi 19, 20133 Milano, Italy |
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| Abstract: | Enantiopure C1- and C2-symmetric bispidine ligands have been synthesized and screened in the asymmetric copper-catalyzed cyclopropanation of styrene. In order to improve the enantiomeric excesses (ee) of the cyclopropane derivatives, the best performing C1-symmetric diamine ligand was selected for studies on the reaction conditions. The optimized procedure allowed us to obtain up to 91% ee for the cis-cyclopropane derivative and up to 79% ee for the trans one. |
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