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Chiral calcium VAPOL phosphate mediated asymmetric chlorination and Michael reactions of 3-substituted oxindoles.

ABSTRACT: We disclose a novel high yielding and highly enantioselective chiral calcium VAPOL phosphate-catalyzed chlorination of 3-substituted oxindoles with N-chlorosuccinimide (NCS). The reaction conditions are also shown to be effective for the catalytic enantioselective Michael addition of 3-aryloxindoles to methyl vinyl ketone.

SUBMITTER: Zheng W

PROVIDER: S-EPMC3103939 | biostudies-literature | 2011 Mar

REPOSITORIES: biostudies-literature

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Chiral calcium VAPOL phosphate mediated asymmetric chlorination and Michael reactions of 3-substituted oxindoles.

Zheng Wenhua W Zhang Zuhui Z Kaplan Matthew J MJ Antilla Jon C JC

Journal of the American Chemical Society 20110222 10

We disclose a novel high yielding and highly enantioselective chiral calcium VAPOL phosphate-catalyzed chlorination of 3-substituted oxindoles with N-chlorosuccinimide (NCS). The reaction conditions are also shown to be effective for the catalytic enantioselective Michael addition of 3-aryloxindoles to methyl vinyl ketone. ...[more]

PMID: 21341790

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