Nucleophilic Substitution at Tricoordinate Sulfur—Alkaline Hydrolysis of Optically Active Dialkoxysulfonium Salts: Stereochemistry, Mechanism and Reaction Energetics

Nucleophilic Substitution at Tricoordinate Sulfur—Alkaline Hydrolysis of Optically Active Dialkoxysulfonium Salts: Stereochemistry, Mechanism and Reaction Energetics

Optically active dialkoxyisopropylsulfonium salts were obtained by methylation (ethylation) of optically active alkyl isopropanesulfinates using methyl (ethyl) trifluoromethanesulfonate. Alkaline hydrolysis of a series of methoxy(alkoxy)sulfonium salts afforded the two sulfinate products methyl isop...

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Bibliographic Details
Main Authors: Marian Mikołajczyk, Bogdan Bujnicki, Józef Drabowicz, Marek Cypryk
Format: Article
Language:English
Published: MDPI AG 2022-11-01
Series:Molecules
Subjects:
dialkoxysulfonium salts
alkaline hydrolysis
stereochemistry
addition-elimination (A–E) mechanism
pseudorotation
DFT calculations
Online Access:https://www.mdpi.com/1420-3049/27/23/8212

Internet

https://www.mdpi.com/1420-3049/27/23/8212

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