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Efficient installation of beta-mannosides using a dehydrative coupling strategy.

Jeroen D C Codée·Laila H Hossain·Peter H Seeberger
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Abstract

[reaction: see text]. A new coupling procedure for the construction of the challenging beta-mannosidic bond is described. Dehydrative mannosylation using 4,6-O-benzylidene mannopyranoses allows for the formation of beta-mannosides in excellent yield. The stereoselectivity is generally good but influenced by the exact nature of the glycosylating agent and the nucleophile.

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Combinatorial Chemistry TechniquesMannosidesMolecular StructureStereoisomerismJournal ArticleResearch Support, Non-U.S. Gov't

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Jeroen D C Codée, Laila H Hossain, Peter H Seeberger. 2005-07-21. Efficient installation of beta-mannosides using a dehydrative coupling strategy.. https://doi.org/10.1021/ol051038p

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