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通过不对称多组分反应高非对映选择性合成修饰核苷。

Highly diastereoselective synthesis of modified nucleosides via an asymmetric multicomponent reaction.

机构信息

Department of Chemistry, Purdue University, 560 Oval Drive, West Lafayette, IN 47907, USA.

出版信息

Chem Commun (Camb). 2010 Feb 28;46(8):1218-20. doi: 10.1039/b924807b. Epub 2010 Jan 25.

DOI:10.1039/b924807b
PMID:20449255
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6037177/
Abstract

We have developed a practical synthesis of unique nucleoside derivatives via TiCl(4) promoted multicomponent reaction of optically active dihydrofuran, ethyl pyruvate/glyoxylate, and a TMS protected nucleobase in a single-pot operation.

摘要

我们开发了一种通过 TiCl(4) 促进的具有光学活性的二氢呋喃、丙酮酸乙酯/乙醛酸和 TMS 保护的核苷碱基的多组分反应在单锅中进行独特核苷衍生物的实用合成方法。

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本文引用的文献

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TiCl Promoted Three Component Coupling Reaction : A New Method for the Synthesis of Functionalized Tetrahydrofurans and Tetrahydropyrans.四氯化钛促进的三组分偶联反应：一种合成官能化四氢呋喃和四氢吡喃的新方法。
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Copper-catalyzed asymmetric [4+1] cycloadditions of enones with diazo compounds to form dihydrofurans.铜催化烯酮与重氮化合物的不对称[4+1]环加成反应以形成二氢呋喃。
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Highly diastereoselective synthesis of nucleoside adducts from the carcinogenic benzo[a]pyrene diol epoxide and a computational analysis.从致癌性苯并[a]芘二醇环氧化物高效非对映选择性合成核苷加合物及计算分析
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Asymmetric multicomponent reactions: diastereoselective synthesis of substituted pyrrolidines and prolines.不对称多组分反应：取代吡咯烷和脯氨酸的非对映选择性合成
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TiCl4-promoted multicomponent reaction: a new entry to functionalized alpha-amino acids.
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5-fluorouracil: mechanisms of action and clinical strategies.5-氟尿嘧啶：作用机制与临床策略
Nat Rev Cancer. 2003 May;3(5):330-8. doi: 10.1038/nrc1074.
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A general synthesis of N-glycosides. I. Synthesis of pyrimidine nucleosides.N-糖苷的一般合成。I.嘧啶核苷的合成。
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