烯丙基重排
对映选择合成
化学
铜
催化作用
立体选择性
取代反应
组合化学
基质(水族馆)
试剂
钠
有机化学
地质学
海洋学
作者
Meng‐Die Li,Zihan Wang,Hui Zhu,Xinru Wang,Jia‐Run Wang,Tao‐Yan Lin
标识
DOI:10.1002/anie.202313911
摘要
Impressive progress has been made in the copper-catalyzed asymmetric propargylic substitution (APS) reaction, but its use in remote asymmetric yne-allylic substitution remains a challenging topic. Herein, we report the first remote enantioselective copper-catalyzed sulfonylation of yne-allylic esters with sodium sulfinates. The reaction is assumed to occur via a copper-vinylvinylidene species as the key reactive intermediate. The use of readily available starting materials, the mild reaction conditions, and the excellent regio-, enantio- and stereoselectivity, as well as broad substrate scope (>70 examples), show the practicality and attractiveness of this method.
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