Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 74, Issue 5, Pages 1994-2003Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo8025274
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Funding
- University of Buenos Aires
- National Research Council of Argentina (CONICET)
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The synthesis of crystalline per-O-TBS-beta-D-galactofuranose (4 beta) as a new precursor of D-Galf units is described. Anomeric iodination by reaction with TMSI followed by in situ coupling with simple alcohols and a wide variety of glycosyl acceptors, in the absence of a promoter, was employed as a new efficient glycosylation method for the assembly Of D-galactofuranosyl moieties with high beta-stereoselectivity. Under the mild conditions of this reaction labile protective groups, like acetals, and furanosyl linkages are preserved.
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