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Chiral ammonium betaine-catalyzed asymmetric Mannich-type reaction of oxindoles.

ABSTRACT: A highly diastereo- and enantioselective Mannich-type reaction of 3-aryloxindoles with N-Boc aldimines was achieved under the catalysis of axially chiral ammonium betaines. This catalytic method provides a new tool for the construction of consecutive quaternary and tertiary stereogenic carbon centers on biologically intriguing molecular frameworks with high fidelity.

SUBMITTER: Torii M

PROVIDER: S-EPMC5082719 | biostudies-literature | 2016

REPOSITORIES: biostudies-literature

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Chiral ammonium betaine-catalyzed asymmetric Mannich-type reaction of oxindoles.

Torii Masahiro M Kato Kohsuke K Uraguchi Daisuke D Ooi Takashi T

Beilstein journal of organic chemistry 20160928

A highly diastereo- and enantioselective Mannich-type reaction of 3-aryloxindoles with N-Boc aldimines was achieved under the catalysis of axially chiral ammonium betaines. This catalytic method provides a new tool for the construction of consecutive quaternary and tertiary stereogenic carbon centers on biologically intriguing molecular frameworks with high fidelity. ...[more]

PMID: 27829916

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