Stereoselective Glycosylation of 2-Nitrogalactals Catalyzed by a Bifunctional Organocatalyst

Sandra Medina Villar, Matt Harper, Edward Balmond, Silvia Miranda Alcazar, Giacomo Crisenza, Diane M Coe, Eoghan M. McGarrigle, Carmen Galan

Research output: Contribution to journalArticle (Academic Journal)peer-review

27 Citations (Scopus)
557 Downloads (Pure)

Abstract

The use of a bifunctional cinchona/thiourea organocatalyst for the direct and α-stereoselective glycosylation of 2-nitrogalactals is demonstrated for the first time. The conditions are mild, practical, and applicable to a wide range of glycoside acceptors with products being isolated in good to excellent yields. The method is exemplified in the synthesis of mucin type Core 6 and 7 glycopeptides.
Original languageEnglish
Pages (from-to)4222-4225
Number of pages4
JournalOrganic Letters
Volume18
Issue number17
Early online date16 Aug 2016
DOIs
Publication statusPublished - 2 Sep 2016

Structured keywords

  • BCS and TECS CDTs

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