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Aziridine Ring Opening as Regio- and Stereoselective Access to C-Glycosyl-Aminoethyl Sulfide Derivatives.

ABSTRACT: A short synthetic route to stereoselective access to C-glycosyl-aminoethyl sulfide derivatives has been developed through the reaction of tributhyltin derivatives of glycals with aziridinecarboaldehyde and the regioselective ring opening of a chiral aziridine with thiophenol. The absolute configurations of the resulting diastereoisomers were determined by 1H NMR spectroscopy.

SUBMITTER: Tracz A

PROVIDER: S-EPMC8952378 | biostudies-literature | 2022 Mar

REPOSITORIES: biostudies-literature

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Aziridine Ring Opening as Regio- and Stereoselective Access to <i>C</i>-Glycosyl-Aminoethyl Sulfide Derivatives.

Tracz Aleksandra A Malinowska Martyna M Leśniak Stanisław S Zawisza Anna A

Molecules (Basel, Switzerland) 20220308 6

A short synthetic route to stereoselective access to <i>C</i>-glycosyl-aminoethyl sulfide derivatives has been developed through the reaction of tributhyltin derivatives of glycals with aziridinecarboaldehyde and the regioselective ring opening of a chiral aziridine with thiophenol. The absolute configurations of the resulting diastereoisomers were determined by 1H NMR spectroscopy. ...[more]

PMID: 35335129

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