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Regio- and stereoselective synthesis of 1,2- cis-glycosides has been achieved by catalytic anomeric O-alkylation using organoboron compounds. Modulating steric and electronic factors of both catalysts and substrates enables activation of… Click to show full abstract
Regio- and stereoselective synthesis of 1,2- cis-glycosides has been achieved by catalytic anomeric O-alkylation using organoboron compounds. Modulating steric and electronic factors of both catalysts and substrates enables activation of the axially oriented anomeric oxygens of glucose-derived dialkoxyborates. The mild reaction conditions allow broad functional-group tolerance. This approach can be applied to the efficient sequential synthesis of oligosaccharides.
Keywords:
anomeric alkylation;
cis glycosides;
synthesis cis;
stereoselective synthesis;
regio stereoselective;
synthesis
Journal Title: Organic letters
Year Published: 2019
Link to full text (if available)
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Journal Title: Organic letters
Year Published: 2019
Link to full text (if available)
Share on Social Media: Sign Up to like & get
recommendations!