| dc.creator |
Zorlu, Yunus |
|
| dc.creator |
TİLKİ, Tahir |
|
| dc.creator |
YESIL, Tolga A. |
|
| dc.creator |
ERTURK, Erkan |
|
| dc.creator |
TEZEREN, Mustafa A. |
|
| dc.date |
2018-12-30T21:00:00Z |
|
| dc.date.accessioned |
2020-10-06T10:47:26Z |
|
| dc.date.available |
2020-10-06T10:47:26Z |
|
| dc.identifier |
877480b1-e96a-4f72-a461-963af3855537 |
|
| dc.identifier |
10.1002/ejoc.201801445 |
|
| dc.identifier |
https://avesis.sdu.edu.tr/publication/details/877480b1-e96a-4f72-a461-963af3855537/oai |
|
| dc.identifier.uri |
http://acikerisim.sdu.edu.tr/xmlui/handle/123456789/65429 |
|
| dc.description |
Effective synthesis of cis- and trans-2-(2-methoxyphenyl)cyclohexylamine as well as their multigram-scale optical resolution by diastereomeric salt formation with dibenzoyl tartaric acid have been described. Assignment of absolute configurations to the enantiomers has been made by X-ray crystallography. Starting from the resolved precursor, diverse aminoalkylphenols (AAPs) having primary, secondary, and tertiary amine group as well as a quaternary ammonium phenol have been prepared as potential bifunctional organocatalysts based on the cyclohexane backbone. We furthermore report herein that AAPs carrying a primary amine and a phenolic hydroxyl group can catalyze the direct aldol reaction with high activity and setereoselectivity, and thus up to 97 % yield, 90:10 syn/anti diastereomeric ratio, and 80 % enantiomeric excess can be achieved. |
|
| dc.language |
eng |
|
| dc.rights |
info:eu-repo/semantics/closedAccess |
|
| dc.title |
Enantiopure cis- and trans-2-(2-Aminocyclohexyl)phenols: Effective Preparation, Solid-State Characterization, and Application in Asymmetric Organocatalysis |
|
| dc.type |
info:eu-repo/semantics/article |
|