Quantum chemical study on asymmetric catalysis reduction of imine

被引：0
作者：
Li Ming
Tian Anmin
机构：
[1] Dept. of Chem., Southwest-China Normal Univ.
[2] Dept. of Chem., Sichuan Univ.
来源：
Science in China Series B: Chemistry | 2003年 / 46卷 / 2期
关键词：
Asymmetric catalysis reduction; Chiral oxazaborolidine; DFT; Imine;
D O I：
10.1360/03yb9018
中图分类号：
学科分类号：
摘要：
The quantum chemical method is employed to study the enantioselective reduction of imine with borane catalyzed by chiral oxazaborolidine. All the structures are optimized completely at the B3LYP/6-31G(d) level. The catalysis property of oxazaborolidine is notable. The reduction goes mainly through the formations of the catalyst-borane adduct, the catalyst-borane-imine adduct, and the catalyst-amidoborane adduct and the dissociation of the catalyst-amidoborane adduct with the regeneration of the catalyst. The controlling step for the reduction is the dissociation of the catalyst-amidoborane adduct. The main reduced product predicted theoretically is (R)-secondary amine, which is in agreement with the experiment.
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页码：124 / 131
页数：7
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