Gold-Catalyzed Stereocontrolled Oxacyclization/[4+2]-Cycloaddition Cascade of Ketone-Allene Substrates

被引:80
作者
Teng, Tse-Min [1 ]
Liu, Rai-Shung [1 ]
机构
[1] Natl Tsing Hua Univ, Dept Chem, Hsinchu, Taiwan
关键词
EFFICIENT SYNTHESIS; PROPARGYLIC ESTERS; CYCLOADDITION; CYCLIZATION; GENERATION; ACCESS; ANNULATION; ALKENES; TANDEM; ETHERS;
D O I
10.1021/ja1043837
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
We report the first success on the Au-catalyzed tandem oxacyclization/[4+2]-cycloaddition cascade using ketone-allene substrates to give highly substituted oxacyclics with excellent stereocontrol. In contrast to oxo-alkyne substrates, the resulting cycloadducts are isolable and efficiently produced from a reasonable scope of enol ethers.
引用
收藏
页码:9298 / 9300
页数:3
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