Catalytic Transformations of 2-Pyridones by Rhodium-Mediated Carbene Transfer.

Org Lett

Jiangsu Key Laboratory of Advanced Catalytic Materials & Technology, School of Petrochemical Engineering, Changzhou University, Changzhou 213164, China.

Published: March 2022

An enantioselective cyclopropanation reaction of -substituted 2-pyridones with diazo compounds has been realized by using a chiral rhodium complex as the catalyst, and the corresponding chiral cyclopropanes could be formed in good yields with high enantioselectivities. Moreover, using acceptor-acceptor dimethyl 2-diazomalonate as the carbene precursor, a novel 1,4-rearrangement of a Boc group from N to C has also been discovered under rhodium catalysis.

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http://dx.doi.org/10.1021/acs.orglett.2c00151DOI Listing

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