糖基化修饰的区域选择性调控可产生 allo 胺基葡萄糖、livido 胺基葡萄糖及相关化合物。
Regioselective Manipulation of GlcNAc Provides Allosamine, Lividosamine, and Related Compounds.
机构信息
Stratingh Institute for Chemistry , University of Groningen , Nijenborgh 7 , 9747 AG Groningen , The Netherlands.
出版信息
J Org Chem. 2019 Jan 18;84(2):516-525. doi: 10.1021/acs.joc.8b01949. Epub 2019 Jan 2.
Abstract
Palladium-catalyzed oxidation of isopropyl N-acetyl-α-d-glucosamine (GlcNAc) is used to prepare the rare sugars allosamine, lividosamine, and related compounds with unprecedented selectivity. The Passerini reaction applied on 3-keto-GlcNAc provides an entry into branching of the carbon skeleton in this compound.
摘要
钯催化氧化异丙基 N-乙酰-α-D-葡萄糖胺（GlcNAc）用于制备罕见糖 allo 胺、livido 胺和相关化合物，具有前所未有的选择性。Passerini 反应应用于 3-酮-GlcNAc 为该化合物的碳骨架分支提供了一种途径。
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