Intramolecular Nucleophilic Catalysis by the Neighboring Hydroxyl Group in Acid- and Base-Catalyzed Hydrolysis of Aromatic Sulfonamides and Sultones. Mechanism of Intramolecular Nucleophilic Substitution at Sulfonyl Sulfur

DOI: 10.1021/jo00239a013

Source and publish data:

Journal of Organic Chemistry p. 768 - 772 (1988)

Update date:2022-08-05

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Authors:

Wagenaar,Anno

Engberts, Jan B.F.N.

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Article abstract of DOI:10.1021/jo00239a013

This paper reports kinetic data illustrating the effectiveness of the Thorpe-Ingold gem-dialkyl effect in speeding the intramolecular nucleophilic catalyzed conversion of o-(1-hydroxyalkyl)-N,N-dimethylbenzenesulfonamides 1 into the corresponding sultones

Full text of DOI:10.1021/jo00239a013

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