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本文引用的文献

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The 2-N,N-Dibenzylamino Group as a Participating Group in the Synthesis of β-Glycosides.2-N,N-二苄基氨基作为参与β-糖苷合成的基团
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2
Orthoesters formation leading to mismatched Helferich glycosylations at O-3 of N-trichloroacetylated glucosamine residues.原酸酯的形成导致在N-三氯乙酰化葡糖胺残基的O-3处出现错配的黑尔费里希糖基化反应。
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Total syntheses of disulphated glycosphingolipid SB1a and the related monosulphated SM1a.二硫酸化糖鞘脂SB1a及相关单硫酸化SM1a的全合成。
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Chemical Synthesis of the Tumor-Associated Globo H Antigen.肿瘤相关糖脂抗原Globo H的化学合成
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Extending the glucosyl ceramide cassette approach: application in the total synthesis of ganglioside GalNAc-GM1b.扩展葡糖脑苷脂盒 approach：神经节苷脂 GalNAc-GM1b 全合成中的应用。
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Matched and mismatched acceptor/donor pairs in the glycosylation of a trisaccharide diol free at O-3 of two N-acylated glucosamine residues.在两个 N-酰化葡萄糖胺残基的 O-3 位游离的三糖二醇的糖基化中，匹配和不匹配的受体/供体对。
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The first total synthesis of ganglioside GalNAc-GD1a, a target molecule for autoantibodies in Guillain-Barré syndrome.神经节苷脂 GalNAc-GD1a 的全合成，格林-巴利综合征中自身抗体的靶标分子。
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思考影响1,2-半乳糖基化的结构因素：从半乳糖胺的3-半乳糖基化中获得的经验教训

Pondering the Structural Factors that Affect 1,2--Galactosylation: A Lesson Learnt from 3---Galactosylation of Galactosamine.

作者信息

Li Qingjiang, Guo Zhongwu

机构信息

Department of Chemistry, University of Florida, 214 Leigh Hall, Gainesville, Florida 32611, United States.

出版信息

J Carbohydr Chem. 2018;47(5):347-362. doi: 10.1080/07328303.2017.1406095. Epub 2017 Dec 12.

DOI:10.1080/07328303.2017.1406095
PMID:30174372
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6114940/
Abstract

Stereoselective formation of glycosidic bonds remains one of the most challenging topics in carbohydrate chemistry. The predominant method for stereoselective construction of 1,2--glycosidic bonds is through the neighboring group participation effect (NGPE), which proved to be less successful in synthesizing Gal(1→3)GalNAc disaccharide. The steric effect that overshadows NGPE and the impacts of substituents at the 3-- and 2--positions of donors and acceptors, respectively, on this synthesis were systematically examined to lead to some practical guidelines for choosing protecting groups towards the successful synthesis of Gal(1→3)GalNAc and similar disaccharides.

摘要

糖苷键的立体选择性形成仍然是碳水化合物化学中最具挑战性的课题之一。立体选择性构建1,2-糖苷键的主要方法是通过邻基参与效应（NGPE），事实证明该方法在合成Gal(1→3)GalNAc二糖方面不太成功。系统研究了掩盖NGPE的空间效应以及供体和受体3-位和2-位取代基对该合成的影响，从而得出一些选择保护基的实用指导原则，以成功合成Gal(1→3)GalNAc及类似二糖。