废止
选择性
催化作用
水杨醛
化学
炔烃
组合化学
香豆素
铑
天然产物
有机化学
立体化学
席夫碱
作者
Huiying Zeng,Chao‐Jun Li
标识
DOI:10.1002/anie.201407589
摘要
Abstract Controlling reaction selectivity is an eternal pursuit for chemists working in chemical synthesis. As part of this endeavor, our group has been exploring the possibility of constructing different natural product skeletons from the same simple starting materials by using different catalytic systems. In our previous work, an isoflavanone skeleton was obtained from the annulation of a salicylaldehyde and an alkyne when a gold catalyst was employed. In this paper, it is shown that a coumarin skeleton can be efficiently obtained through an annulation reaction with the same starting materials, that is, terminal alkynes and salicylaldehydes, by simply switching to a rhodium catalyst. A plausible reaction mechanism is proposed for this new annulation based on isotopic substitution experiments.
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