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.
| Original language | English |
|---|---|
| Journal | Advanced Synthesis and Catalysis |
| DOIs | |
| Publication status | Accepted/In press - 2017 Jan 1 |
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Keywords
- Asymmetric reductive amination
- Chiral phosphoric acid catalysis
- Rotigotine
- β-Aminotetralins
- β-Tetralones
ASJC Scopus subject areas
- Catalysis
- Organic Chemistry
Cite this
Enantioselective Synthesis of β-Aminotetralins via Chiral Phosphoric Acid-catalyzed Reductive Amination of β-Tetralones. / Park, Do Young; Kim, Kyung Hee; Cheon, Cheol-Hong.
In: Advanced Synthesis and Catalysis, 01.01.2017.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Enantioselective Synthesis of β-Aminotetralins via Chiral Phosphoric Acid-catalyzed Reductive Amination of β-Tetralones
AU - Park, Do Young
AU - Kim, Kyung Hee
AU - Cheon, Cheol-Hong
PY - 2017/1/1
Y1 - 2017/1/1
N2 - 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.
AB - 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.
KW - Asymmetric reductive amination
KW - Chiral phosphoric acid catalysis
KW - Rotigotine
KW - β-Aminotetralins
KW - β-Tetralones
UR - http://www.scopus.com/inward/record.url?scp=85036514355&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=85036514355&partnerID=8YFLogxK
U2 - 10.1002/adsc.201701198
DO - 10.1002/adsc.201701198
M3 - Article
AN - SCOPUS:85036514355
JO - Advanced Synthesis and Catalysis
JF - Advanced Synthesis and Catalysis
SN - 1615-4150
ER -