The enantioselective diethylzinc addition to imines catalyzed by chiral Cu(II)–oxazoline complexes
✍ Scribed by Xin Li; Lin-Feng Cun; Liu-Zhu Gong; Ai-Qiao Mi; Yao-Zhong Jiang
- Book ID
- 108283680
- Publisher
- Elsevier Science
- Year
- 2003
- Tongue
- English
- Weight
- 117 KB
- Volume
- 14
- Category
- Article
- ISSN
- 0957-4166
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## Abstract For Abstract see ChemInform Abstract in Full Text.
Benzene-based tripodal oxazolines are found to be novel chiral ligands for the catalytic enantioselective Michael addition via potassium enolates. Thus, methyl phenylacetate undergoes 1,4-addition to methyl acrylate using a catalytic amount of a tBuOK-oxazoline complex in toluene at -78°C, and up to
A series of chiral oxazolines, which had been conveniently prepared from commercially available (1S,2S)-2-amino-1phenylpropane-1,3-diol, was applied in the diethylzinc addition to diphenylphosphinoyl imines to give high yields of 68-84% and excellent e.e. values of 90-93%.