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通过Biginelli和Hantzsch多组分反应利用糖修饰二氢嘧啶和二氢吡啶支架：一种高效合成一系列人工核苷的方法。

Decoration of dihydropyrimidine and dihydropyridine scaffolds with sugars via Biginelli and Hantzsch multicomponent reactions: an efficient entry to a collection of artificial nucleosides.

作者信息

Dondoni Alessandro, Massi Alessandro

机构信息

Dipartimento di Chimica, Università di Ferrara, 46-44100 Ferrara, Italy.

出版信息

Mol Divers. 2003;6(3-4):261-70. doi: 10.1023/b:modi.0000006806.91483.a3.

DOI:10.1023/b:modi.0000006806.91483.a3
PMID:15068090
Abstract

Here we present an overview of our work on the glycosylation of biologically relevant heterocycles. An array of stereochemically pure C-glycosylated dihydropyrimidine and dihydropyridine derivatives (artificial nucleosides) has been prepared. Our strategy involved the synthesis of suitably designed C-glycosylated reagents and their use as components in Biginelli and Hantzsch cyclocondensations. Molecular diversity has been explored within the collection on the basis of the nature and the number of sugar residues as well as their positions in the heterocyclic rings.

摘要

在此，我们概述了我们在生物相关杂环糖基化方面的工作。已制备了一系列立体化学纯的C-糖基化二氢嘧啶和二氢吡啶衍生物（人工核苷）。我们的策略包括合成经过适当设计的C-糖基化试剂，并将其用作Biginelli和Hantzsch环缩合反应的组分。已根据糖残基的性质和数量及其在杂环中的位置，对该系列化合物的分子多样性进行了探索。

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Three-component Biginelli cyclocondensation reaction using C-glycosylated substrates. Preparation of a collection of dihydropyrimidinone glycoconjugates and the synthesis of C-glycosylated monastrol analogues.使用 C-糖基化底物的三组分 Biginelli 环缩合反应。二氢嘧啶酮糖缀合物库的制备及 C-糖基化莫那可林类似物的合成。
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