A practical o-hydroxybenzylamines promoted enantioselective addition of dialkylzincs to aldehydes with asymmetric amplification

来自 Elsevier

阅读量:

22

作者:

G Palmieri

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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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DOI:

10.1016/S0957-4166(00)00290-1

被引量:

287

年份:

2000

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来源期刊

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2010
被引量:39

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