Acid-Assisted Ru-Catalyzed Enantioselective Amination of 1,2-Diols through Borrowing Hydrogen

Here, we present a highly enantioselective synthesis of 1,2-amino alcohols from readily available racemic 1,2-diols through a borrowing hydrogen process. An intriguing acid effect was discovered for this Ru-catalyzed amination reaction, which led to a significant improvement of the stereoselectivity...

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Veröffentlicht in:ACS catalysis 2017-01, Vol.7 (1), p.93-97
Hauptverfasser: Yang, Li-Cheng, Wang, Ya-Nong, Zhang, Yao, Zhao, Yu
Format: Artikel
Sprache:eng
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Zusammenfassung:Here, we present a highly enantioselective synthesis of 1,2-amino alcohols from readily available racemic 1,2-diols through a borrowing hydrogen process. An intriguing acid effect was discovered for this Ru-catalyzed amination reaction, which led to a significant improvement of the stereoselectivity of the process. Preliminary mechanistic studies suggest a scenario of Brønsted acid-assisted dynamic kinetic asymmetric amination of alcohols.
ISSN:2155-5435
2155-5435
DOI:10.1021/acscatal.6b02959