| Autor: |
Martina Bonsignore, Maurizio Benaglia, Laura Raimondi, Manuel Orlandi, Giuseppe Celentano |
| Jazyk: |
angličtina |
| Rok vydání: |
2013 |
| Předmět: |
|
| Zdroj: |
Beilstein Journal of Organic Chemistry, Vol 9, Iss 1, Pp 633-640 (2013) |
| Druh dokumentu: |
article |
| ISSN: |
1860-5397 |
| DOI: |
10.3762/bjoc.9.71 |
| Popis: |
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 HSiCl3 addition to the model substrate N-phenylacetophenone imine, the organocatalyst of choice led to the formation of the corresponding amine with good stereoselectivity, up to 75% ee. Theoretical studies were also performed in order to elucidate the origin of the stereoselection. |
| Databáze: |
Directory of Open Access Journals |
| Externí odkaz: |
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