Palladium-indium iodide-mediated allylation and propargylation of glyoxylic oxime ether and hydrazone: The role of water in directing the diastereoselective allylation

被引:62
作者
Miyabe, H
Yamaoka, Y
Naito, T
Takemoto, Y [1 ]
机构
[1] Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan
[2] Kobe Pharmaceut Univ, Kobe, Hyogo 6588558, Japan
关键词
D O I
10.1021/jo035442i
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Allylation and propargylation of glyoxylic oxime ether in the presence of a catalytic amount of palladium(0) complex and indium(I) iodide were studied. Excellent diastereoselectivities in allylation were achieved in the presence of water, although low diastereoselectivities were observed in the absence of water. Propargylation of glyoxylic oxime ether proceeded with good diastereoselectivities in the presence of LiBr or LiCl.
引用
收藏
页码:1415 / 1418
页数:4
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