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2521038

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2001
carbohydrates
carbohydrates
U 0500
O-Glycosyl Trichloroacetimidates Bearing Fmoc as Temporary
05 - 179 Hydroxy Protecting Group: A New Access to Solid-Phase Oligosaccharide Synthesis.
— Various Fmoc-protected O-glycosyl trichloroacetimidates [cf. (VII), (VIII)] are prepared by desilylation of the corresponding
O-thexyldimethylsilyl analogue [cf. (V)] and subsequent reaction with CCl3 CN
in the presence of catalytic NaH. These trichloroacetimidates represent useful
glycosyl donors in the glycosylation reaction both in solution and on solid
support. The Fmoc-group is smoothly cleaved off after glycosylation reaction
using mild basic conditions. — (ROUSSEL, FABIEN; KNERR, LAURENT;
GRATHWOHL, MATTHIAS; SCHMIDT, RICHARD R.; Org. Lett. 2 (2000)
20, 3043-3046; Fak. Chem., Univ. Konstanz, D-78434 Konstanz, Germany; EN)
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