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迈向构象锁定的二氟糖类似物:一种意想不到的二羟基化方式。

Towards conformationally-locked difluorosugar analogues: an unexpected sense of dihydroxylation.

作者信息

Fawcett John, Griffiths Gerry A, Percy Jonathan M, Pintat Stéphane, Smith Clive A, Spencer Neil S, Uneyama Emi

机构信息

Department of Chemistry, University of Leicester, University Road, Leicester LE1 7RH, UK.

出版信息

Chem Commun (Camb). 2004 Feb 7(3):302-3. doi: 10.1039/b313813e. Epub 2004 Jan 5.

Abstract

Difluorinated cyclooctenones, synthesised using RCM, can be used as templates for stereoselective oxidative transformations to products that undergo transannular reactions to afford conformationally-locked analogues of 2-deoxy-2,2-difluorosugars with different stereochemical relationships between the C-2 and C-3 hydroxyl groups.

摘要

使用复分解反应合成的二氟环辛烯酮可用作立体选择性氧化转化的模板,生成的产物会发生跨环反应,从而得到2-脱氧-2,2-二氟糖的构象锁定类似物,其C-2和C-3羟基之间具有不同的立体化学关系。

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