Asymmetric aminolysis of aromatic epoxides: a facile catalytic enantioselective synthesis of anti-beta-amino alcohols |
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| Authors: | Bartoli Giuseppe Bosco Marcella Carlone Armando Locatelli Manuela Massaccesi Massimo Melchiorre Paolo Sambri Letizia |
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| Institution: | Department of Organic Chemistry A. Mangini, University of Bologna, v.le Risorgimento 4, 40136 Bologna, Italy. giuseppe.bartoli@unibo.it |
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| Abstract: | reaction: see text] The first asymmetric aminolysis of trans-aromatic epoxides with anilines is described. The process affords enantioenriched anti-beta-amino alcohols in up to 99% ee. The complete regio- and diastereoselectivity observed uses commercially available Cr(Salen)Cl] as a Lewis acid catalyst and in combination with a very simple experimental procedure renders the present reaction a facile and practical tool for the synthesis of chiral nonracemic anti-beta-amino alcohols. |
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