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光诱导钌催化的-C-H糖基化反应

Photoinduced Ruthenium-Catalyzed -C-H Glycosylation.

作者信息

Pöhlmann Julia, Yuan Binbin, Purushothaman Rajeshwaran, Wu Jun, Ackermann Lutz

机构信息

WISCh (Wöhler Research Institute for Sustainable Chemistry), Georg-August-Universität Göttingen, Tammannstraße 2, 37077 Göttingen, Germany.

DZHK (German Centre for Cardiovascular Research), Potsdamer Straße 58, 10785 Berlin, Germany.

出版信息

ACS Catal. 2025 Jun 5;15(12):10542-10549. doi: 10.1021/acscatal.5c02183. eCollection 2025 Jun 20.

Abstract

C-H functionalization has surfaced as a powerful tool in molecular synthesis. -Selective arene C-H activations typically rely on rather costly palladium or rhodium catalysts, elaborate template auxiliaries, or elevated temperatures, and -glycosylations are scarce. In contrast, we herein report on a visible-light-induced ruthenium-catalyzed -C-H glycosylation that utilizes a stable ruthenium-(II) catalyst under exceedingly mild conditions at room temperature. This strategy is operative without an exogenous photocatalyst. The versatile ruthenium-(II) catalyst featured high - and anomeric α-selectivity, employing readily accessible glycosyl bromides.

摘要

碳氢官能化已成为分子合成中的一种强大工具。选择性芳烃碳氢活化通常依赖于成本相当高的钯或铑催化剂、复杂的模板助剂或高温,且糖基化反应较少。相比之下,我们在此报道了一种可见光诱导的钌催化碳氢糖基化反应,该反应在室温下极其温和的条件下使用稳定的钌(II)催化剂。该策略无需外源性光催化剂即可进行。这种通用的钌(II)催化剂具有高立体选择性和异头α选择性,使用易于获得的糖基溴化物。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4c17/12186293/429de53bb446/cs5c02183_0001.jpg

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