Abstract
A new protocol for the synthesis of chiral β-aminotetralins has been developed via chiral phosphoric acid-catalyzed asymmetric reductive amination of β-tetralones using a Hantzsch ester as an organic hydride donor. Various chiral β-aminotetralins were obtained in good yields with good to high enantioselectivities. Furthermore, the utility of our new protocol was successfully demonstrated in the enantioselective synthesis of rotigotine. (Figure presented.).
| Original language | English |
|---|---|
| Pages (from-to) | 462-467 |
| Number of pages | 6 |
| Journal | Advanced Synthesis and Catalysis |
| Volume | 360 |
| Issue number | 3 |
| DOIs | |
| Publication status | Published - 2018 Feb 1 |
Bibliographical note
Funding Information:This work was supported by the National Research Foundation of Korea (NRF) grants funded by the Korean Government (NRF-20100020209 and NRF-2015R1D1 A1 A01057200). C.-H.C. also thanks for a financial support from an NRF grant funded by the Korean Government (NRF-2014-011165, Center for New Directions in Organic Synthesis). We also thank Professor Jianwei Sun for providing us with SP-CPA.
Publisher Copyright:
© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
Keywords
- Asymmetric reductive amination
- Chiral phosphoric acid catalysis
- Rotigotine
- β-Aminotetralins
- β-Tetralones
ASJC Scopus subject areas
- Catalysis
- Organic Chemistry