L-Rhamnosylation: The Solvent is the Solution

Hidde Elferink; Christian Marcus Pedersen

doi:10.1002/ejoc.201601355

L-Rhamnosylation: The Solvent is the Solution

Hidde Elferink, Christian Marcus Pedersen

Department of Chemistry

12 Citations (Scopus)

Abstract

Herein we present a systematic study of l-rhamnosylation. The influence of protective groups, reactivity, solvents and glycosylation method, i.e. catalytic versus promoted glycosylation, are studied. It was found that the selectivity can be controlled to a large extend, by varying these parameters and hence the same donor can give both anomers. A reversal of the influence of the participating solvents is observed, and hence ethereal solvents increase the β selectivity, whereas nitrile solvents give almost exclusive α-selectively

Original language	English
Journal	European Journal of Organic Chemistry
Issue number	1
Pages (from-to)	53-59
Number of pages	7
ISSN	1434-193X
DOIs	https://doi.org/10.1002/ejoc.201601355
Publication status	Published - 3 Jan 2017

Keywords

Rhamnosylation
Glycosylation
Stereoselectivity
Reactivity
Solvent effects

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10.1002/ejoc.201601355

Cite this

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KW - Rhamnosylation

KW - Glycosylation

KW - Stereoselectivity

KW - Reactivity

KW - Solvent effects

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