化学
废止
钯
催化作用
级联反应
分子内力
级联
组合化学
盐(化学)
激进的
对映选择合成
有机化学
色谱法
作者
Shun Song,Yi-Zhuo Yin,Zhi‐Yong Han
出处
期刊:Synthesis
[Georg Thieme Verlag KG]
日期:2023-07-03
卷期号:55 (22): 3793-3798
被引量:1
摘要
Abstract A photoinduced palladium-catalyzed cascade reaction involving remote C(sp3)–H functionalization and intramolecular Tsuji–Trost annulation is developed. The reaction is proposed to proceed through a sequence involving the amidyl radical generation, 1,5-HAT-mediated alkyl radical formation, and subsequent difunctionalization of 1,3-dienes. Without the use of exogeneous photosensitizers and external oxidants, the reaction provided an efficient approach to multi-substituted chiral piperidines in high yields, employing readily available chiral amino acid derivatives and 1,3-dienes as the substrates. In most cases, the syn/anti ratio of the product could be further improved by treatment with catalytic amount of iron salt.
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