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Organocatalytic kinetic resolution of a planar-chiral ferrocenecarbaldehyde |
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| Authors: | Andrea-Nekane Alba Pilar Gómez-Sal Ramon Rios Albert Moyano |
| Affiliation: | 1. Departament de Química Orgànica, Universitat de Barcelona, Martí i Franquès 1-11, 08028-Barcelona, Spain;2. Departamento de Química Inorgánica, Universidad de Alcalá, Alcalá de Henares, 28871-Madrid, Spain;3. Catalan Institution for Research and Advanced Studies (ICREA), Passeig Lluís Companys 23, 08018-Barcelona, Spain |
| Abstract: | The proline-catalyzed aldol reaction of racemic 2-(2′-pyrimidyl)ferrocenecarbaldehyde with acetone in DMSO at room temperature constitutes as the first example of an organocatalytic kinetic resolution of a planar-chiral compound. The selectivity factor of the kinetic resolution is 9.2, and the stereochemical outcome of the process can be easily rationalized by the standard mechanistic model of the proline-catalyzed aldol reaction. |
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