Nickel-catalyzed intramolecular homoallylation of ω-dienyl aldehyde

被引:63
作者
Shibata, K [1 ]
Kimura, M [1 ]
Shimizu, M [1 ]
Tamaru, Y [1 ]
机构
[1] Nagasaki Univ, Fac Engn, Dept Appl Chem, Nagasaki 8528521, Japan
关键词
D O I
10.1021/ol0100879
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] In the presence of a catalytic amount of Ni(acac)(2), E3B and Et2Zn nicely promote a reductive homoallylic cyclization of omega -dienyl aldehydes and provide 2-allylcyclopentanols and -cyclohexanols with high stereoselectivity in excellent yield, The reaction requires only two kinds of commercially available, inexpensive reagents, Ni(acac)(2) and Et2Zn or Et3B, and completes at room temperature within 30 min with Et2Zn and 1-2 days with Et3B. No ligand additives (e.g., phosphine, nitrogen compounds) are required.
引用
收藏
页码:2181 / 2183
页数:3
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