Superarming Common Glycosyl Donors by Simple 2-O-Benzoyl-3,4,6-tri-O-benzyl Protection

Superarming Common Glycosyl Donors by Simple 2-O-Benzoyl-3,4,6-tri-O-benzyl Protection
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DOI:
10.1021/jo9021474
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发表时间:
2010-02-19
影响因子:
3.6
通讯作者:
Demchenko, Alexei V.
Demchenko, Alexei V.
中科院分区:
化学2区
文献类型:
--
作者:
Premathilake, Hemali D.;Mydock, Laurel K.;Demchenko, Alexei V.

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通过使用共同的保护基团用于超武装糖基供体的互补概念先前用S-苯并恶唑基(SBox)糖基供体发现。由于这种策略可以有益于现有的寡糖方法,现在已经扩展到包括广泛的常见的,稳定的糖基供体。这种开发技术的多功能性已在连续化学选择性低聚糖合成中的应用中得到进一步说明,其中将超级武装的乙基硫苷纳入传统的武装-解除武装策略中。
A complementary concept for superarming glycosyl donors through the use of common protecting groups was previously discovered with S-benzoxazolyl (SBox) glycosyl donors. As this strategy can be of benefit to existing oligosaccharide methodologies, it has now been expanded to encompass a wide array of common, stable glycosyl donors. The versatility of this developed technique has been further illustrated in application to a sequential chemoselective oligosaccharide synthesis, wherein a superarmed ethyl thioglycoside was incorporated into the conventional armed-disarmed strategy.