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Rhodium-Catalyzed Asymmetric Hydroamination of Allyl Amines.

ABSTRACT: A Rh-catalyzed enantioselective hydroamination of allylamines using a chiral BIPHEP-type ligand is reported. Enantioenriched 1,2-diamines are formed in good yields and with excellent enantioselectivities. A diverse array of nucleophiles and amine directing groups are demonstrated, including deprotectable motifs. Finally, the methodology was demonstrated toward the rapid synthesis of 2-methyl-moclobemide.

SUBMITTER: Vanable EP

PROVIDER: S-EPMC6693864 | biostudies-literature | 2019 Jan

REPOSITORIES: biostudies-literature

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Rhodium-Catalyzed Asymmetric Hydroamination of Allyl Amines.

Vanable Evan P EP Kennemur Jennifer L JL Joyce Leo A LA Ruck Rebecca T RT Schultz Danielle M DM Hull Kami L KL

Journal of the American Chemical Society 20190107 2

A Rh-catalyzed enantioselective hydroamination of allylamines using a chiral BIPHEP-type ligand is reported. Enantioenriched 1,2-diamines are formed in good yields and with excellent enantioselectivities. A diverse array of nucleophiles and amine directing groups are demonstrated, including deprotectable motifs. Finally, the methodology was demonstrated toward the rapid synthesis of 2-methyl-moclobemide. ...[more]

PMID: 30614700

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