Rhodium-Catalyzed Carbonylation of 3-Acyloxy-1,4-enynes for the Synthesis of Cyclopentenones

被引:38
|
作者
Li, Xiaoxun [1 ]
Huang, Suyu [1 ]
Schienebeck, Casi M. [1 ]
Shu, Dongxu [2 ]
Tang, Weiping [1 ]
机构
[1] Univ Wisconsin, Sch Pharm, Madison, WI 53705 USA
[2] Univ Wisconsin, Dept Chem, Madison, WI 53705 USA
关键词
4+1 CYCLOADDITION; GOLD CATALYSIS; BOND FORMATION; CYCLOISOMERIZATIONS; VINYLALLENE; N-ENYNES; COMPLEXES;
D O I
10.1021/ol300330t
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Functionalized cyclopentenones were synthesized by a Rh-catalyzed carbonylation of 3-acyloxy-1,4-enynes, derived from alkynes and alpha,beta-unsaturated aldehydes. The reaction involved a Saucy-Marbet 1,3-acyloxy migration of propargyl esters and a [4 + 1] cycloaddition of the resulting acyloxy substituted vinylallene with CO.
引用
收藏
页码:1584 / 1587
页数:4
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