表面改性
化学
组合化学
立体选择性
分子
试剂
基质(水族馆)
光诱导电子转移
硫黄
立体化学
电子转移
催化作用
光化学
有机化学
海洋学
物理化学
地质学
作者
Zhaofeng Tan,Shibo Zhu,Yangbin Liu,Xiaoming Feng
标识
DOI:10.1002/anie.202203374
摘要
The ubiquity of sulfur-containing molecules in biologically active natural products and pharmaceuticals has long attracted synthetic chemists to develop efficient strategies towards their synthesis. The strategy of direct α-C(sp3 )-H modification of sulfides provides a streamlining access to complex sulfur-containing molecules. Herein, we report a photoinduced chemo-, site- and stereoselective α-C(sp3 )-H functionalization of sulfides using isatins as the photoredox reagent and coupling partner catalyzed by a chiral gallium(III)-N,N'-dioxide complex. The reaction proceeds through a verified single-electron transfer (SET) mechanism with high efficiency, excellent functional group tolerance, as well as a broad substrate scope. Importantly, this cross-coupling protocol is highly selective for the direct late-stage functionalization of methionine-related peptides, regardless of the inherent structural similarity and complexity of diverse residues.
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