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

ABSTRACT: 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%).

SUBMITTER: Zhang H

PROVIDER: S-EPMC3458744 | biostudies-literature | 2012

REPOSITORIES: biostudies-literature

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

Zhang Hang H Zhang Shan-Jun SJ Zhou Qing-Qing QQ Dong Lin L Chen Ying-Chun YC

Beilstein journal of organic chemistry 20120806

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%). ...[more]

PMID: 23019454

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