Visible-light-induced diastereoselective synthesis of β-lactams via a Cu(i)-catalyzed cascade 1,5-H shift/cyclization

Ke Zhang , Sinuo Li , Hengrui Zhou , Fang Zhang , Linna Guo , Yunqiang Li , Zhiwei Jiao
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引用次数: 0

Abstract

We herein report a visible-light-driven, copper(i)-catalyzed intramolecular 1,5-hydrogen atom transfer (1,5 HAT)/cyclization that provides efficient access to β-lactams with good to excellent diastereoselectivity. The copper catalyst plays a dual role, functioning both as a photosensitizer and as a Lewis acid to facilitate the cyclization step. Notably, the diastereoselectivity of the terminal cyclization can be effectively modulated through ligand design, marking a key advance in energy transfer catalysis. This work represents a notable advance in copper photocatalysis and offers an efficient, environmentally benign route to β-lactam scaffolds.

Abstract Image

通过Cu(I)催化级联1,5- h移位/环化,可见光诱导非对映选择性合成β-内酰胺
我们在此报道了一种可见光驱动,铜(I)催化的分子内1,5-氢原子转移(1,5 HAT)/环化,该环化提供了具有良好至优异非对映选择性的β-内酰胺的有效途径。铜催化剂具有双重作用,既可作为光敏剂,又可作为路易斯酸促进环化步骤。值得注意的是,通过配体设计可以有效地调节末端环化的非对映选择性,这标志着能量转移催化的关键进展。这项工作代表了铜光催化的显着进展,并提供了一种高效,环保的β-内酰胺支架途径。
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CiteScore
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