Auto-tandem catalysis: facile synthesis of substituted alkylidenecyclohexanones by domino (4+2) cycloaddition-elimination reaction

被引:12
|
作者
Takasu, Kiyosei [1 ]
Tanaka, Toru [1 ]
Azuma, Takumi [1 ]
Takemoto, Yoshiji [1 ]
机构
[1] Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068571, Japan
关键词
CASCADE;
D O I
10.1039/c0cc03336g
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A catalytic domino reaction producing substituted 2-alkylidene-cyclohexanone from 3-oxymethyl-2-siloxy-1,3-butadienes, which can be prepared from Baylis-Hillman adducts, and alpha, beta-unsaturated ketones is described. The process involves two mechanistically distinct reactions, (4+2) cycloaddition and elimination. Both of these reactions are catalyzed by Tf2NH.
引用
收藏
页码:8246 / 8248
页数:3
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