4.7 Article

Synthesis of a potent antagonist of E-selectin

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JOURNAL OF ORGANIC CHEMISTRY
卷 67, 期 10, 页码 3346-3354

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AMER CHEMICAL SOC
DOI: 10.1021/jo0110956

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A synthesis of an antagonist of E-selectin previously reported by a group at Novartis Pharma in Basel is described. An important feature involves the formation of an ether linkage based on a Rh-II-catalyzed reaction. Stereocontrolled glycosylations rely on the anomeric activation of 2-pyridylthio carbonate as leaving group for the attachment of beta-D-galactopyranosyl and alpha-L-fucopyranosyl units on a common 1,5-anhydro D-glucitol scaffold.

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