4.7 Article

Iridium-catalyzed enantioselective addition of an N-methyl C-H bond to α-trifluoromethylstyrenes via C-H activation

Journal

CHEMICAL COMMUNICATIONS
Volume 57, Issue 89, Pages -

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d1cc05076a

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The Ir-catalyzed enantioselective addition of an N-methyl C-H bond of 2-(methylamino)pyridine derivatives to alpha-trifluoromethylstyrenes proceeded via C-H activation to give chiral gamma-branched amine derivatives having a trifluoromethyl-substituted stereocenter. It was found that a bulky and electron-withdrawing group at the 3-position of 2-(methylamino)pyridines was necessary for the present C-H addition reaction catalyzed by a cationic iridium/chiral bisphosphine complex.
The Ir-catalyzed enantioselective addition of an N-methyl C-H bond of 2-(methylamino)pyridine derivatives to alpha-trifluoromethylstyrenes proceeded via C-H activation to give chiral gamma-branched amine derivatives having a trifluoromethyl-substituted stereocenter. It was found that a bulky and electron-withdrawing group at the 3-position of 2-(methylamino)pyridines was necessary for the present C-H addition reaction catalyzed by a cationic iridium/chiral bisphosphine complex.

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