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Organocatalytic Stereoselective Synthesis of Fluorinated 3,3'-Linked Bisoxindoles.

ABSTRACT: A highly diastereoselective organocatalytic method that produces 3-fluoro-3'-hydroxy-3,3'-bisoxindoles and the corresponding 3-fluoro-3'-amino derivatives having two adjacent chirality centers from fluorooxindoles and isatins in high yields is described. The reaction occurs in protic solvents at room temperature, it can be upscaled without compromising yield and stereoselectivity, and chromatographic product purification is not required.

SUBMITTER: Moskowitz M

PROVIDER: S-EPMC5939997 | biostudies-literature | 2018 Feb

REPOSITORIES: biostudies-literature

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Organocatalytic Stereoselective Synthesis of Fluorinated 3,3'-Linked Bisoxindoles.

Moskowitz Max M Balaraman Kaluvu K Wolf Christian C

The Journal of organic chemistry 20180122 3

A highly diastereoselective organocatalytic method that produces 3-fluoro-3'-hydroxy-3,3'-bisoxindoles and the corresponding 3-fluoro-3'-amino derivatives having two adjacent chirality centers from fluorooxindoles and isatins in high yields is described. The reaction occurs in protic solvents at room temperature, it can be upscaled without compromising yield and stereoselectivity, and chromatographic product purification is not required. ...[more]

PMID: 29313686

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