Photoredox Chemistry of Sugars without Protecting Groups: Two-Step Production of C-Glycosides via Intermediate Dihydropyridine Glycosyl Esters

IF 4.9 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2024-11-27 DOI:10.1021/acs.orglett.4c03916

Ranadeep Talukdar, Daniel Chong, Antony J. Fairbanks

引用次数: 0

Abstract

Unprotected sugars are converted directly into their corresponding dihydropyridine esters, which can be activated under photoredox conditions to produce glycosyl radicals, which in turn can react with a range of electron deficient alkenes to provide C-glycosides. This method does not involve any protection of sugar hydroxyl groups and represents a simple two-step method for the conversion of reducing sugars into unprotected C-glycosides

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无保护基糖的光氧化化学：通过二氢吡啶糖基酯中间体分两步生产 C-糖苷

未受保护的糖类可直接转化为相应的二氢吡啶酯，在光氧化条件下活化生成糖基自由基，糖基自由基又可与一系列缺电子的烯烃反应生成 C-糖苷。这种方法不涉及糖羟基的任何保护，是将还原糖转化为未受保护的 C-糖苷的一种简单的两步法

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Organic Letters 化学-有机化学

CiteScore

9.30

自引率

11.50%

发文量

1607

审稿时长

1.5 months

期刊介绍： Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.