Li L.-L,
Ding D,
Song J,
Han Z.-Y.
*
Gong L.-Z.
* University of Science and Technology of China, Hefei and Collaborative Innovation
Center of Chemical Science and Engineering, Tianjin, P. R. of China
Catalytic Generation of C1 Ammonium Enolates from Halides and CO for Asymmetric Cascade
Reactions.
Angew. Chem. Int. Ed. 2019;
58: 7647-7651
Key words
palladium catalysis - ammonium enolates - dihydropyridones - β-lactams
Significance
The authors disclose a palladium-catalyzed generation of C1 ammonium enolates from
readily available halides, carbon monoxide, and catalytic chiral Lewis base. The intermediate
participated in asymmetric reactions with ketimines.
Comment
The chiral dihydropyridone and β-lactam products were obtained in high yields, high
diastereoselectivities, and excellent enantioselectivities. This methodology was
employed in the asymmetric synthesis of an antiproliferative agent.
