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Synfacts 2018; 14(06): 0595
DOI: 10.1055/s-0037-1609748
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Nickel-Catalyzed Asymmetric C–H Functionalization of Pyridones

Contributor(s):
Hisashi Yamamoto
,
Wataru Muramatsu
Diesel J. Finogenova AM. Cramer N. * Ecole Polytechnique Fédérale de Lausanne, Switzerland
Nickel-Catalyzed Enantioselective Pyridone C–H Functionalizations Enabled by a Bulky N-Heterocyclic Carbene Ligand.

J. Am. Chem. Soc. 2018;
140: 4489-4493
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Further Information

Publication History

Publication Date:
17 May 2018 (online)

 
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Key words

nickel catalysis - C–H functionalization - pyridones - N-heterocyclic carbenes

Significance

Chiral pyridone backbones can be found in many bioactive compounds. The authors have developed a nickel-catalyzed enantioselective C–H functionalization of 2- and 4-pyridones by using a bulky N-heterocyclic ligand.


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Comment

This nickel-catalyzed reaction permits the enantioselective intramolecular C–H functionalization of 2- and 4-pyridones. The nickel complex, based on a chiral bulky N-heterocyclic ligand, is effective in terms of selectivity, giving chiral 2- and 4-pyridones in good yields and with high enantioselectivities.


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