Enantioselective reduction of ketoimines promoted by easily available (S)-proline derivatives

M Bonsignore, M Benaglia, L Raimondi…

Index: Bonsignore, Martina; Benaglia, Maurizio; Raimondi, Laura; Orlandi, Manuel; Celentano, Giuseppe Beilstein Journal of Organic Chemistry, 2013 , vol. 9, p. 633 - 640

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Citation Number: 5

Abstract

Abstract The behavior of readily synthesized and even commercially available (S)-proline derivatives, was studied in the trichlorosilane-mediated reduction of ketoimines. A small library of structurally and electronically modified chiral Lewis bases was considered; such compounds were shown to promote the enantioselective reduction of different substrates in good chemical yields. In the HSiCl 3 addition to the model substrate N- ...