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Asymmetric Mukaiyama-Aldol Reaction in Aqueous Media Promoted by Zinc-Based Chiral Lewis Acids

✍ Scribed by Jacek Mlynarski; Joanna Jankowska


Publisher
John Wiley and Sons
Year
2005
Tongue
English
Weight
76 KB
Volume
347
Category
Article
ISSN
1615-4150

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✦ Synopsis


Asymmetric aldol reactions in aqueous media have been realized by using zinc-based chiral Lewis acids. The aldol products have been obtained with high yield, diastereocontrol and a good level of enantioselectivity. The reactivity of both acetophenone and propiophenone enol ether surrogates was tested with a range of aldehydes.


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Aqueous Asymmetric Mukaiyama Aldol React
✍ Hui-Jing Li; Hong-Yu Tian; Yan-Chao Wu; Yong-Jun Chen; Li Liu; Dong Wang; Chao-J πŸ“‚ Article πŸ“… 2005 πŸ› John Wiley and Sons 🌐 English βš– 251 KB πŸ‘ 1 views

## Abstract The combination of Ga(OTf)~3~ with chiral semi‐crown ligands (**1a**–**e**) generates highly effective chiral gallium Lewis acid catalysts for aqueous asymmetric aldol reactions of aromatic silyl enol ethers with aldehydes. A ligand‐acceleration effect was observed. Water is essential f