4.5 Article

Organocatalytic asymmetric allylic amination of Morita-Baylis-Hillman carbonates of isatins

Journal

BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
Volume 8, Issue -, Pages 1241-1245

Publisher

BEILSTEIN-INSTITUT
DOI: 10.3762/bjoc.8.139

Keywords

allylic amination; asymmetric organocatalysis; Morita-Baylis-Hillman carbonates; 2-oxindoles; quaternary chiral center

Funding

  1. NSFC [21125206, 21021001]

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The investigation of a Lewis base catalyzed asymmetric allylic amination of Morita-Baylis-Hillman carbonates derived from isatins afforded an electrophilic pathway to access multifunctional oxindoles bearing a C3-quaternary stereocenter, provided with good to excellent enantioselectivity (up to 94% ee) and in high yields (up to 97%).

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