Tackling a-Alkyl imines with 3d metal catalysis: highly enantioselective iron-catalyzed synthesis of α-chiral amines
A readily activated iron alkyl precatalyst effectively catalyzes the highly enantioselective hydroboration of N-alkyl imines. Employing a chiral bis(oxazolinylmethylidene)isoindoline pincer ligand, the asymmetric reduction of various acyclic N-alkyl imines provided the corresponding α-chiral amines...
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| Main Authors: | , , , |
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| Format: | Article (Journal) |
| Language: | English |
| Published: |
2020
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| In: |
Angewandte Chemie
Year: 2020, Volume: 132, Issue: 37, Pages: 16108-16111 |
| ISSN: | 1521-3757 |
| DOI: | 10.1002/ange.202006557 |
| Online Access: | Verlag, kostenfrei, Volltext: https://doi.org/10.1002/ange.202006557 Verlag, kostenfrei, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/ange.202006557 |
| Author Notes: | Clemens K. Blasius, Niklas F. Heinrich, Vladislav Vasilenko, and Lutz H. Gade |
| Summary: | A readily activated iron alkyl precatalyst effectively catalyzes the highly enantioselective hydroboration of N-alkyl imines. Employing a chiral bis(oxazolinylmethylidene)isoindoline pincer ligand, the asymmetric reduction of various acyclic N-alkyl imines provided the corresponding α-chiral amines in excellent yields and with up to >99 % ee. The applicability of this base metal catalytic system was further demonstrated with the synthesis of the pharmaceuticals Fendiline and Tecalcet. |
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| Item Description: | First published: 26 May 2020 Gesehen am 09.11.2021 |
| Physical Description: | Online Resource |
| ISSN: | 1521-3757 |
| DOI: | 10.1002/ange.202006557 |