L-Rhamnosylation: The Solvent is the Solution
L-Rhamnosylation: The Solvent is the Solution
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DOI：
10.1002/ejoc.201601355
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发表时间：
2017-01-03
影响因子：
2.8
通讯作者：
Pedersen, Christian Marcus
中科院分区：
文献类型：
--
作者：
Elferink, Hidde;Pedersen, Christian Marcus
本文对L-鼠李糖基化进行了系统的研究。研究了保护基、反应活性、溶剂和糖基化方法（即催化糖基化与促进糖基化）的影响。发现通过改变这些参数，可以在很大程度上控制选择性，因此相同的供体可以得到两种端基异构体。观察到参与溶剂的影响的逆转，并且因此醚溶剂增加β选择性，而腈溶剂给出几乎排他性的α-选择性。
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 beta selectivity, whereas nitrile solvents give almost exclusive alpha-selectively.