Iron(II) and zinc(II) complexes with designed pybox ligand for asymmetric aqueous Mukaiyama-aldol reactions

被引:68
作者
Jankowska, Joanna [1 ]
Paradowska, Joanna [1 ]
Rakiel, Bartosz [1 ]
Mlynarski, Jacek [1 ]
机构
[1] Polish Acad Sci, Inst Organ Chem, PL-01224 Warsaw, Poland
关键词
D O I
10.1021/jo0621470
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An iron(II) complex with a hindered hydroxyethyl-pybox (hepybox) ligand shows improved catalytic activity and enantioselectivity for asymmetric Mukaiyama-aldol reactions in aqueous media. This water-stable chiral Lewis acid promotes condensation of aromatic silyl enol ethers with a range of aldehydes with good yields, excellent syn-diastereoselectivity and up to 92% ee. The combination of the same ligand with Zn-II salt is also demonstrated as a remarkably efficient and water-compatible chiral Lewis acid.
引用
收藏
页码:2228 / 2231
页数:4
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