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Publication Details:

Title: Enantioselective Gold(I)-Catalyzed Hydrative Cyclizations of N-Propargyl-ynamides into 3,6-Dihydropyridinones

Author(s)Julie Febvay, Youssouf Sanogo, Pascal Retailleau, Manash Protim Gogoi, Akhila K. Sahoo, Angela Marinetti and Arnaud Voituriez : Org. Lett. 2019, 21, 23, 9281-9285
Journal NameOrganic Letters
journal image URLhttp://chemistry.uohyd.ac.in/~aks/wp-content/uploads/orglettmpg.png

More Details:


This study discloses thefirst enantioselectivevariant of the gold(I)-catalyzed hydrative cyclizations ofynamides, which have been implemented by using bis-gold(I)complexes of chiral diphosphines. Starting fromN-propargyl-ynamides and water in the presence ofp-toluenesulfonic acid,the cyclization reactions affordN-tosyl-3,6-dihydropyridin-2(1H)-ones in good isolated yields and with high levels ofstereocontrol (20 examples, enantiomeric ratios up to 94:6).

 

https://pubs.acs.org/doi/10.1021/acs.orglett.9b02644