AI Article Synopsis
- Our research introduces a new method for creating 1,2,3,4-tetrahydroquinolines using a chiral phosphoric acid in a three-component Povarov reaction.
- This process makes use of phenolic dienes as dienophiles and yields a variety of 2,3,4-trisubstituted tetrahydroquinolines.
- The resulting compounds have a styryl group at position 4 and are produced in high yields with impressive selectivity measures, including regio-, diastereo-, and enantioselectivities greater than 95:5 dr and up to 99% ee.
Article Abstract
Our study presents a novel enantioselective route for the synthesis of 1,2,3,4-tetrahydroquinolines via a chiral phosphoric acid-catalyzed three-component Povarov reaction, employing phenolic dienes as dienophiles. This approach produces a diverse array of 2,3,4-trisubstituted tetrahydroquinolines, each featuring a styryl group at position 4, in high yields with excellent regio-, diastereo-, and enantioselectivities (>95:5 dr and up to >99% ee).
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1021/acs.joc.4c01239 | DOI Listing |
Publication Analysis
Top Keywords
phenolic dienes
8
povarov reaction
8
dienes highly
4
highly selective
4
selective dienophiles
4
dienophiles asymmetric
4
asymmetric organocatalyzed
4
organocatalyzed three-component
4
three-component vinylogous
4
vinylogous povarov
4
Similar Publications
Want AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!