Exploration of Glycosyl Dithioimidocarbonates in Photoinduced Desulfurative Cross-Coupling Reactions.

IF 4.9 1区化学 Q1 CHEMISTRY, ORGANIC Organic Letters Pub Date : 2024-10-11 Epub Date: 2024-09-30 DOI:10.1021/acs.orglett.4c03035

Ji Zhang, Qi Liu, Angus Chiang, Mark Nitz

引用次数: 0

Abstract

Readily synthesized bench-stable glycosyl dithioimidocarbonates are useful C-glycoside precursors. Under mild photochemical conditions, these glycosides undergo desulfurative glycosyl radical generation in the presence of weak acid, 4CzIPN, and Hantzsch ester. These radicals perform well in Geise-like reactions to yield C-glycosides with high stereoselectivity.

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探索光诱导脱硫交叉偶联反应中的糖基二硫代亚硫酰碳酸酯。

易于合成的稳定的二硫代亚硫酰亚氨基碳酸糖苷是有用的 C-糖苷前体。在温和的光化学条件下，这些糖苷会在弱酸、4CzIPN 和 Hantzsch 酯的存在下发生脱硫糖基自由基生成反应。这些自由基在类似 Geise 的反应中表现良好，生成的 C-糖苷具有很高的立体选择性。

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.

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