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Synlett 1996; 1996(9): 817-819
DOI: 10.1055/s-1996-5592
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n-Pentenyl Furanosides and Related Glycosyl Donors for the Synthesis of Archaeol Glycolipid Analogues

Rachel Velty, Thierry Benvegnu, Daniel Plusquellec*
  • *Ecole Nationale Supérieure de Chimie de Rennes, Laboratoire de Synthèses et Activations de Biomolécules, associé au CNRS, Avenue du Général Leclerc, 35700 Rennes, France, Fax: (33) 99 87 13 48, e-mail: Plusquel.mailhost.@uni-rennes1.fr
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Publication Date:
31 December 2000 (online)

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An efficient synthesis of archaeol glycoglycerolipid diethers is described: peracetylated pentenylfuranosides produced in a one-pot procedure from Glc, Gal or Man react efficiently with glycerol diether 5 to furnish 1,2-trans glycolipids in high yields and excellent stereoselectivities whereas direct glycosidation of D-glucurone gave after lactone opening the uronamide glycolipid 13.

O-furanosides - glycosylation - archaebacteria

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