A practical o-hydroxybenzylamines promoted enantioselective addition of dialkylzincs to aldehydes with asymmetric amplification
摘要：
The addition of dialkylzincs to aldehydes is accelerated considerably by the presence of a catalytic amount of o -hydroxybenzylamine ( R , R )- 2e to give, after hydrolysis, the corresponding alcohol ( S )- 9 in good enantiomeric purity. The origins of the enantioselection have been elucidated. A strong positive nonlinear relationship was observed for the reaction enantioselctivity with the use of o -hydroxybenzylamine 2e , which is very accessible through a short stereoselective synthetic route. The enantiomeric purity of the product 9 is much higher than the d.e. of the chiral source 2e , and the rate of the enantioselective catalysis increases considerably with the increase of the d.e. of ( R , R )- 2e .
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关键词：
diastereoselective syntheses, enantioselective syntheses (incl. ci/trans-isomerism addition reactions alcohols (acyclic compounds alcohols (benzene compounds
DOI：
10.1016/S0957-4166(00)00290-1
被引量：
年份：
2000
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