One-Pot, Highly Stereoselective Synthesis of Dithioacetal-α,α-Diglycosides

One-Pot, Highly Stereoselective Synthesis of Dithioacetal-α,α-Diglycosides

A one-step access to dithioacetal-α,α-diglycosides is reported. The synthetic strategy is based on the thioacetalization of aldehydes or ketones via highly stereoselective ring-opening of 1,6 anhydrosugars with bis(trimethylsilyl)sulfide.

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Bibliographische Detailangaben
Veröffentlicht in:Molecules (Basel, Switzerland) Switzerland), 2018-04, Vol.23 (4), p.914
Hauptverfasser: Céspedes Dávila, Maria F, Schneider, Jérémy P, Godard, Amélie, Hazelard, Damien, Compain, Philippe
Format: Artikel
Sprache:eng
Schlagworte:
1,6-anhydrosugars
Aldehydes
Chemical Sciences
Chemistry, Organic - methods
Communication
dithioacetals
glycomimetics
Glycosides - chemistry
Ketones
Ketones - chemistry
Molecular Conformation
Organic chemistry
Proton Magnetic Resonance Spectroscopy
ring-opening
Stereoisomerism
Stereoselectivity
Sugar
Sulfide
thioglycosides
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Beschreibung
Zusammenfassung:A one-step access to dithioacetal-α,α-diglycosides is reported. The synthetic strategy is based on the thioacetalization of aldehydes or ketones via highly stereoselective ring-opening of 1,6 anhydrosugars with bis(trimethylsilyl)sulfide.
ISSN:1420-3049
1420-3049
DOI:10.3390/molecules23040914