Mesoporous aluminosilicate-catalyzed allylation of carbonyl compounds and acetals

被引:17
作者
Ito, Suguru [1 ]
Hayashi, Akira [1 ]
Komai, Hirotomo [1 ]
Yamaguchi, Hitoshi [1 ]
Kubota, Yoshihiro [1 ]
Asami, Masatoshi [1 ]
机构
[1] Yokohama Natl Univ, Grad Sch Engn, Dept Adv Mat Chem, Hodogaya Ku, Yokohama, Kanagawa 2408501, Japan
关键词
Al-MCM-41; Solid acid catalyst; Allylation; Homoallyl silyl ether; Homoallyl alkyl ether; MUKAIYAMA ALDOL REACTION; VAPOR-PHASE SYNTHESIS; ONE-POT SYNTHESIS; LEWIS-ACID; HOMOALLYL ETHERS; ORGANOSILICON COMPOUNDS; EFFICIENT CATALYST; SUBSTITUTION-REACTIONS; ORGANIC-SYNTHESIS; DIMETHYL ACETALS;
D O I
10.1016/j.tet.2011.01.055
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A mesoporous aluminosilicate (Al-MCM-41) was found to be an effective heterogeneous catalyst for the reaction of both carbonyl compounds and acetals with allylsilanes to afford the corresponding homoallyl silyl ethers and homoallyl alkyl ethers, respectively. Both the mesoporous structure and the presence of aluminum moiety were indispensable for the high catalytic activity of Al-MCM-41. Moreover, Al-MCM-41 could catalyze the reaction of acetals chemoselectively in the presence of the corresponding carbonyl compounds. The solid acid catalyst Al-MCM-41 could be recovered easily by filtration and could be reused three times without a significant loss of catalytic activity. (C) 2011 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2081 / 2089
页数:9
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