Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 70, Issue 24, Pages 9740-9754Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo051374j
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Funding
- Biotechnology and Biological Sciences Research Council [BB/C510824/1, EGA17763] Funding Source: researchfish
- Engineering and Physical Sciences Research Council [EP/D023335/1, GR/T26542/01, EP/D023343/1] Funding Source: researchfish
- Biotechnology and Biological Sciences Research Council [EGA17763] Funding Source: Medline
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Glycosyl disulfides have been shown for the first time to be effective glycosyl donors. Glucosylation and galactosylation of a panel of representative alcohol acceptors allowed the formation of 28simple glycosides, disaccharides, and glycoamino acids in yields of up to 90%. As well as providing a novel class of effective glycosyl donors, the ability to easily alter the nature of the aglycon and the ability to differently activate donors that differ only in their aglycon simply through altering conditions lends glycosyl disulfide donors to their use in latent-active reactivity tuning Strategies,.
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