Toward synthesis of novel C-glycoprotein from human RNase; unexpected stereochemistry of epoxide opening reaction by organolithium reagents in the presence of lewis acid

Shino Manabe; Yukishige Ito; Tomoya Ogawa

doi:10.1246/cl.1998.919

Toward synthesis of novel C-glycoprotein from human RNase; unexpected stereochemistry of epoxide opening reaction by organolithium reagents in the presence of lewis acid

Shino Manabe, Yukishige Ito, Tomoya Ogawa

Research output: Contribution to journal › Article › peer-review

21 Citations (Scopus)

Abstract

A nucleophilic attack reaction to 1,2-anhydro-β-D-mannnopyranose by indole derived organolithium reagents in the presence of BF₃·OEt₂ afforded isomers of C-aryl glycoside corresponds to the basic skeleton of C-linked mannnosyl tryptophan, which is recently identified in human RNase.

Original language	English
Pages (from-to)	919-920
Number of pages	2
Journal	Chemistry Letters
Issue number	9
DOIs	https://doi.org/10.1246/cl.1998.919
Publication status	Published - 1998 Jan 1
Externally published	Yes

ASJC Scopus subject areas

Chemistry(all)

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10.1246/cl.1998.919

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abstract = "A nucleophilic attack reaction to 1,2-anhydro-β-D-mannnopyranose by indole derived organolithium reagents in the presence of BF3·OEt2 afforded isomers of C-aryl glycoside corresponds to the basic skeleton of C-linked mannnosyl tryptophan, which is recently identified in human RNase.",

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AU - Ogawa, Tomoya

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Toward synthesis of novel C-glycoprotein from human RNase; unexpected stereochemistry of epoxide opening reaction by organolithium reagents in the presence of lewis acid

Abstract

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