Palladium-catalyzed selenoacylation of allenes leading to the regioselective formation of functionalized allyl selenides

被引:43
|
作者
Toyofuku, Masashi [2 ]
Murase, Erika [2 ]
Fujiwara, Shin-ichi [1 ]
Shin-ike, Tsutomu [1 ]
Kuniyasu, Hitoshi [2 ]
Kambe, Nobuaki [2 ]
机构
[1] Osaka Dent Univ, Dept Chem, Osaka 5731121, Japan
[2] Osaka Univ, Grad Sch Engn, Dept Appl Chem, Suita, Osaka 5650871, Japan
关键词
D O I
10.1021/ol801329q
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Palladium-catalyzed regio- and stereoselective selenoacylation of allenes with selenol esters proceeded to produce functionalized allyl selenides with the acyl moiety at the inner carbon and the SePh group at the terminal carbon in high yields. A mechanism accounting for the observed regio- and stereoselectivities is proposed based on the results of DFT calculations.
引用
收藏
页码:3957 / 3960
页数:4
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