Conformationally superarmed S-ethyl glycosyl donors as effective building blocks for chemoselective oligosaccharide synthesis in one pot.
Conformationally superarmed S-ethyl glycosyl donors as effective building blocks for chemoselective oligosaccharide synthesis in one pot.
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DOI：
10.1039/c6ob02498j
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发表时间：
2017-01-18
影响因子：
3.2
通讯作者：
Demchenko AV
中科院分区：
文献类型：
--
作者：
Bandara MD;Yasomanee JP;Rath NP;Pedersen CM;Bols M;Demchenko AV
已经研究了一系列新的超级糖基供体。结果表明，S-乙基离去基团具有高反应性，这比我们小组之前研究的同等装备的 S-苯基糖基供体的反应性高得多。配备2-O-苯甲酰基的超级S-乙基糖基供体具有完全的β-立体选择性。新糖基供体的实用性已在所有反应组分从一开始就存在的一锅一加低聚糖合成中得到证实。
A new series of superarmed glycosyl donors has been investigated. It was demonstrated that the S-ethyl leaving group allows for high reactivity, which is much higher than that of equally equipped S-phenyl glycosyl donors that were previously investigated by our groups. The superarmed S-ethyl glycosyl donors equipped with a 2-O-benzoyl group gave complete β-stereoselectivity. Utility of the new glycosyl donors has been demonstrated in a one-pot one-addition oligosaccharide synthesis with all of the reaction components present from the beginning.