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Regio- and Enantioselective Iridium-Catalyzed Amination of Alkyl-Substituted Allylic Acetates with Secondary Amines.

ABSTRACT: Robust air-stable cyclometalated π-allyliridium C,O-benzoates modified by (S)-tol-BINAP catalyze the reaction of secondary aliphatic amines with racemic alkyl-substituted allylic acetates to furnish products of allylic amination with high levels of enantioselectivity. Complete branched regioselectivities were observed despite the formation of more highly substituted C-N bonds.

SUBMITTER: Jung WO

PROVIDER: S-EPMC8764998 | biostudies-literature | 2022 Jan

REPOSITORIES: biostudies-literature

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Regio- and Enantioselective Iridium-Catalyzed Amination of Alkyl-Substituted Allylic Acetates with Secondary Amines.

Jung Woo-Ok WO Yoo Minjin M Migliozzi Madyson M MM Zbieg Jason R JR Stivala Craig E CE Krische Michael J MJ

Organic letters 20211214 1

Robust air-stable cyclometalated π-allyliridium C,O-benzoates modified by (S)-tol-BINAP catalyze the reaction of secondary aliphatic amines with racemic alkyl-substituted allylic acetates to furnish products of allylic amination with high levels of enantioselectivity. Complete branched regioselectivities were observed despite the formation of more highly substituted C-N bonds. ...[more]

PMID: 34905364

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