Synthesis of Spiro[4.5]ecanes by Au(I)-Catalyzed Vinylogous Conia Ene Reaction

被引:0
|
作者
Liu, Fuhai [1 ]
Ruan, Zhongting [1 ]
Duan, Xiaoguang [1 ]
Ma, Ruize [1 ]
Su, Xujuan [1 ]
Liang, Ning [1 ]
Xie, Xingang [1 ]
She, Xuegong [1 ]
机构
[1] Lanzhou Univ, Coll Chem & Chem Engn, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China
关键词
Au catalysis; ganocin C; spiro[4.5; synthetic methods; PRINCIPLE; ALDOL; ACID;
D O I
10.1002/ejoc.202301202
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Au(I) catalysed vinylogous Conia ene reaction was developed to construct the densely functionalized spiro[4.5]-deca-1,6-diene-8-ones from easily available 4-alkyne tethered cyclohex-2-enones. 17 substrates with multiple substitutes on the cyclohex-2-enone ring were explored to afford the corresponding spiro[4.5]in 52-81 % yields. This reaction features mild conditions, wide substrate scope and atom economic characters. Au(I) catalysed vinylogous Conia ene reaction was developed to construct the spiro[4.5]-deca-1,6-diene-8-ones. The spirocyclization reaction was applied to rapidly construct the tetracyclic skeleton of ganocin C.image
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页数:4
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