Pd-catalyzed nucleophilic alkylation of aliphatic aldehydes with allyl alcohols:: Allyl, 2-tetrahydrofuryl, and 2-tetrahydropyranyl ethers as useful C3, C4, and C5 sources

被引:68
作者
Kimura, M [1 ]
Shimizu, M [1 ]
Shibata, K [1 ]
Tazoe, M [1 ]
Tamaru, Y [1 ]
机构
[1] Nagasaki Univ, Fac Engn, Dept Appl Chem, Nagasaki 8528521, Japan
关键词
aliphatic aldehydes; allyl alcohols; allylation; palladium; zinc;
D O I
10.1002/anie.200351182
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A combination of Pd° and Et2Zn generates an allyl anion species from allyl alcohols which can be used for the allylation of aliphatic aldehydes to provide homoallyl alcohols in good yields (see scheme). The reaction proceeds at room temperature in poor coordination solvents, such as a mixture of toluene and n-hexane.
引用
收藏
页码:3392 / 3395
页数:4
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