Asymmetric Henry reactions catalyzed by metal complexes of chiral oxazoline based ligands

被引：20
作者：
Aydin, A. Ebru [1 ]
Yuksekdanaci, Seda [1 ]
机构：
[1] Mustafa Kemal Univ, Dept Chem, TR-31040 Antakya, Turkey
来源：
TETRAHEDRON-ASYMMETRY | 2013年 / 24卷 / 01期
关键词：
ENANTIOSELECTIVE NITROALDOL REACTION; MICROWAVE-ASSISTED SYNTHESIS; ONE-POT CONVERSION; BIS(OXAZOLINE) LIGANDS; EFFICIENT SYNTHESIS; FACILE SYNTHESIS; AMINO-ALCOHOLS; SOLVENT-FREE; ALDEHYDES; 2-IMIDAZOLINES;
D O I：
10.1016/j.tetasy.2012.11.022
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
Chiral oxazolines have been synthesized from norephedrine and pyrrole nitrile or benzoyl chloride and applied to the catalytic asymmetric Henry reactions of p-nitro aldehydes with nitromethane to provide beta-hydroxy nitroalkanols in high conversion (up to 92%). The reaction was then optimized in terms of the metal, solvent, temperature, and amount of chiral ligand. The corresponding catalyst with Cu(OTf)(2) and isopropanol as the solvent gave the best enantioselectivities (up to 84% ee) of the corresponding beta-nitroalkanol for p-nitrobenzaldehyde. (C) 2012 Elsevier Ltd. All rights reserved.
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页码：14 / 22
页数：9
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