A Pd -catalyzed, domino enantioselective desymmetrizative coupling of 7-azabenzonorbornadienes with alkynylanilines is disclosed herein. This operationally simple transformation generates three covalent bonds and two contiguous stereocenters with excellent enantio- and diastereo-selectivity. The resulting functionalized indole-dihydronaphthalene-amine conjugates served as an appealing platform to streamline the diversity-oriented synthesis (DOS) of other valuable enantioenriched compounds. DFT calculations revealed that the two stabilizing non-covalent interactions contributed to the observed enantioselectivity.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1002/anie.202315092 | DOI Listing |
Publication Analysis
Top Keywords
desymmetrizative coupling
8
coupling 7-azabenzonorbornadienes
8
7-azabenzonorbornadienes alkynylanilines
8
enantioselective palladiumii-catalyzed
4
palladiumii-catalyzed desymmetrizative
4
alkynylanilines -catalyzed
4
-catalyzed domino
4
domino enantioselective
4
enantioselective desymmetrizative
4
alkynylanilines disclosed
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!