Recent advances in stereoselective glycosylation through intramolecular aglycon delivery

Recent advances in stereoselective glycosylation through intramolecular aglycon delivery
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DOI:
10.1039/c004281a
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发表时间:
2010-01-01
影响因子:
3.2
通讯作者:
Ito, Yukishige
Ito, Yukishige
中科院分区:
化学3区
文献类型:
--
作者:
Ishiwata, Akihiro;Lee, Yong Joo;Ito, Yukishige

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利用分子内糖苷配基传递(IAD)实现立体选择性1,2-顺式糖苷键的方法学已经得到了广泛的发展。在过去的二十年中,已经取得了进展,使用各种混合的缩醛键和一些糖基供体部分开发新的IAD策略,主要是基于缩醛键的形成。本文总结了最新的萘甲基醚介导的IAD以及各种1,2-顺式键的立体特异性构建的所有类型的介导,不仅用于β-吡喃甘露糖苷,而且几乎无一例外地用于其他键,包括β-L-鼠李糖苷。
Methodology toward the stereoselective 1,2-cis glycoside linkage using intramolecular aglycon delivery (IAD) has been extensively developed. In the last two decades, progress has been made using various mixed acetal linkages and a number of glycosyl donor moieties to develop novel IAD strategies, mainly based on formation of acetal linkages. This account summarizes the newest naphthylmethyl (NAP) ether-mediated IAD as well as all the types of mediations for stereospecific construction of various 1,2-cis linkages, not only for beta-mannopyranoside, but also for other linkages almost without exception, including beta-L-rhamnoside.