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聚放线菌素 1 的合成:两个设计的蒽酮作为灵活双 C-糖基化的有效平台。

Synthesis of the pluramycins 1: two designed anthrones as enabling platforms for flexible bis-C-glycosylation.

机构信息

Department of Chemistry, Tokyo Institute of Technology, 2-12-1 O-okayama, Meguro-ku, Tokyo 152-8551 (Japan) http://www.chemistry.titech.ac.jp/∼org_synth/

出版信息

Angew Chem Int Ed Engl. 2014 Jan 27;53(5):1258-61. doi: 10.1002/anie.201308016. Epub 2013 Dec 16.

Abstract

Two effective tricyclic platforms are reported for the installation of the two constituent sugars, L-vancosamine and D-angolosamine, in a regio- and stereoselective manner for the synthesis of the pluramycin class of bis-C-glycoside antitumor antibiotics. Two complementary protocols are now available that differ in the order in which the two sugar moieties are installed. Sc(OTf)3 was effective as the Lewis acid.

摘要

现报道了两种有效的三环骨架平台,用于以区域和立体选择性方式安装两个组成糖 L-万古霉素胺和 D-安吉洛霉素,以合成多柔比星类双 C-糖苷抗肿瘤抗生素。现在有两种互补的方案,它们在安装两个糖部分的顺序上有所不同。Sc(OTf)3 作为路易斯酸是有效的。

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