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Title

A General and Highly Efficient Solid Phase Synthesis of Oligosaccharides. Total Synthesis of a Heptasaccharide Phytoalexin Elicitor (HPE)

Authors
Nicolaou, K. C.
Pastor, Joaquín
DeRoose, Frederik
Published in Journal of the American Chemical Society. 1997, vol. 119, no. 2, p. 449-450
Abstract A new solid phase method for the synthesis of complex oligosaccharides is described. The method involves attachment to phenolic polystyrene of the first carbohydrate unit, through its anomeric position and via a photolabile linker, using dimethylthiomethylsulfonium triflate as an activator. Reiteration of the glycosidation process allows stereocontrolled growth of linear or branched oligosaccharides in high yield. Cleavage from the resin is efficiently achieved photolytically. The application of the method to the total prepn. of the heptasaccharide phytoalexin elicitor (HPE) is described.
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Article (Published version) (111 Kb) - document accessible for UNIGE members only Limited access to UNIGE
Other version: http://pubs.acs.org/doi/abs/10.1021/ja963482g
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NICOLAOU, K. C. et al. A General and Highly Efficient Solid Phase Synthesis of Oligosaccharides. Total Synthesis of a Heptasaccharide Phytoalexin Elicitor (HPE). In: Journal of the American Chemical Society, 1997, vol. 119, n° 2, p. 449-450. https://archive-ouverte.unige.ch/unige:24439

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Deposited on : 2012-12-12

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