Development of highly effective encapsulating surfactants for Mukaiyama aldol reactions in water

被引:13
作者
Tian, HY [1 ]
Li, HJ
Chen, YJ
Wang, D
Li, CJ
机构
[1] Chinese Acad Sci, Inst Chem, Ctr Mol Sci, Beijing 100080, Peoples R China
[2] Tulane Univ, Dept Chem, New Orleans, LA 70118 USA
关键词
D O I
10.1021/ie010782k
中图分类号
TQ [化学工业];
学科分类号
0817 ;
摘要
Amphiphilic calix[6]arene derivatives 1a-b and calix[4]arene 1d-1e, as well as aliphatic (2a-b) and aromatic (2c-2d) anionic surfactants, were studied for their encapsulating ability in stabilizing water-sensitive compounds. They were found to be efficient surfactants for Sc(OTf)(3)-catalyzed Mukaiyama aldol reactions of labile enol ethers with aldehydes in water. The results indicate that a hydrophobic microenvironment was formed in the reaction system with either the amphiphilic calix[6]arene derivatives or the simple aromatic surfactants, which could encapsulate and stabilize some labile silyl enol ethers and thus promote the reactions.
引用
收藏
页码:4523 / 4527
页数:5
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