Synfacts 2019; 15(07): 0749
DOI: 10.1055/s-0039-1689958
Metals in Synthesis
© Georg Thieme Verlag Stuttgart · New York

Palladium-Catalyzed Generation of C1 Ammonium Enolates

Contributor(s):
Mark Lautens
,
José F. Rodríguez
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
Further Information

Publication History

Publication Date:
17 June 2019 (online)

 

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.


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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.


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