Vinyl glycosides active

Boons G-J, Isles S. Vinyl glycosides in oligosaccharide synthesis (part 1) a new latent-active glycosylation strategy. Tetrahedron Lett. 1994 35 3593-3596. 

SCHEME 4.31 Vinyl glycosides in latent-active glycosylation. 

Boons, G J, Heskamp, B, Hout, F, Vinyl glycosides in ohgosaccharide synthesis a strategy for the preparation of trisaccharide hbraries based on latent-active glycosylations, Angew. Chem. Int. Ed. Engl, 35, 2845-2847, 1996. 

Isopropenyl glycosides could be activated selectively in the presence of armed NPGs, and that allowed a one-pot synthesis of trisaccharide 322 involving the successive glycosyl coupling of a vinyl glycoside jS-307, and an NPG, 321 (O Scheme 52). 

The allyl glycoside 323, can be considered a latent [177] form of a glycosyl donor which can be efficiently isomerized to the active vinyl glycoside, 324. The isomerization reaction was performed by a rhodium catalyst obtained by treating the Wilkinson s catalyst, (Ph3)P3RhCl,... 

Vinyl glycoside-based latent-active strategy for glycosyl coupling... 

Treatment of active vinyl glycosides with NIS/TMSOTf in CH2CI2 in the presence of dibenzyl phosphate gives good yield of glycosyl phosphates [184]. 

Synthesis and Activation of Carbohydrate Donors Acetimidates, n-Pentenyl and Vinyl Glycosides... 

A latent/active glycosylation strategy using vinyl glycosides... 

Latent/active strategy using vinyl glycosides isomerization of 3-buten-2-yl 2,3,4,6-tetra-O-benzyl-P-D-glucopyranoside [97]. 

Latent/active strategy using vinyl glycosides glycosylation of active donor 2-buten-2-yl 2,3,4,6-tetra-0-benzyl-(3-D-glucopyranose with latent acceptor (/ / S )-3-buten-2-yl 2,3,4-tri-0-benzyl-(3-D-glucopyranoside [97]. 

Keywords Active-latent Lewis Oligosaccharides Vinyl glycosides... 

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