| Literature DB >> 15876041 |
Leendert J van den Bos1, Remy E J N Litjens, Richard J B H N van den Berg, Herman S Overkleeft, Gijsbert A van der Marel.
Abstract
The chemo- and regioselective TEMPO/BAIB-mediated oxidation of 2,6- and 3,6-dihydroxy 1-thio glycopyranosides to the corresponding 1-thio uronic acid lactones is described. These locked 1-thio glycuronides can directly be used as donors in glycosidation reactions using the Ph(2)SO/Tf(2)O reagent system. Alternatively, selective opening of the lactone bridge liberates a hydroxyl function for ensuing glycosylations.Entities:
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Year: 2005 PMID: 15876041 DOI: 10.1021/ol050491y
Source DB: PubMed Journal: Org Lett ISSN: 1523-7052 Impact factor: 6.005