RuHCl(CO)(PPh3)3-catalyzed reductive dimerization of α,β-unsaturated aldehydes leading to α-hydroxymethyl ketones

被引:28
作者
Doi, Takashi [1 ]
Fukuyama, Takahide [1 ]
Minamino, Satoshi [1 ]
Ryu, Ilhyong [1 ]
机构
[1] Osaka Prefecture Univ, Dept Chem, Grad Sch Sci, Sakai, Osaka 5998531, Japan
关键词
ruthenium enolates; aldol reaction; alpha-hydroxymethyl ketones; alpha; beta-unsaturated aldehydes; transfer hydrogenation;
D O I
10.1055/s-2006-951518
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reductive dimerization alpha,beta-unsaturated aldehydes to give saturated ketones was achieved using RuHCl(CO)(PPh3)(3) as a catalyst in the presence of secondary alcohols as hydrogen source. The reaction is likely to proceed via the hydroruthenation of alpha,beta-unsaturated aldehydes followed by atdol reaction of the resultant ruthenium enolates with alpha,beta-unsaturated aldehydes to give unsaturated a-hydroxymethyl ketones, which undergo transfer hydrogenation to give alpha-hydroxymethyl ketones.
引用
收藏
页码:3013 / 3016
页数:4
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