4.8 Article

Efficient installation of β-mannosides using a dehydrative coupling strategy

Journal

ORGANIC LETTERS
Volume 7, Issue 15, Pages 3251-3254

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol051038p

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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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