肟
化学
双功能
试剂
催化作用
立体选择性
组合化学
有机化学
药物化学
作者
Shi‐Chao Wang,Yi-Ting Shen,Tianshu Zhang,Wen‐Juan Hao,Shu‐Jiang Tu
标识
DOI:10.1021/acs.joc.1c01972
摘要
A concise copper catalysis strategy for the addition-cyclization of cyclic oxime esters across 1,6-enynes with high stereoselectivity to generate 1-indanones bearing an all-carbon quaternary center is reported. In this process, single-electron reduction of cyclic oxime esters enables deconstructive carbon-carbon cleavage to provide a key cyanopropyl radical poised for the addition-cyclization. This reaction is redox-neutral, exhibits good functional group compatibility, and features 100% atomic utilization. This process driven by copper catalyst makes readily available cyclic oxime esters as bifunctional reagents to demonstrate convergent synthesis.
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