SYNTHESIS OF OPTICALLY-ACTIVE ALIPHATIC NITRILES FROM ALDEHYDES AND ACIDS
SYNTHESIS OF OPTICALLY-ACTIVE ALIPHATIC NITRILES FROM ALDEHYDES AND ACIDS
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DOI：
10.1080/00397918208080062
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发表时间：
1982-01-01
影响因子：
2.1
通讯作者：
MARCHETTI, M
中科院分区：
文献类型：
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作者：
BOTTEGHI, C;CHELUCCI, G;MARCHETTI, M
光学活性腈是制备手性胺1、酮2和吡啶3的非常有用的起始产物。它们通常通过酰胺脱水4、通过He CN−阴离子5对合适的离基进行亲核取代5和通过脱水3从相应的酸中获得。然而，由于用于其制备的起始化合物和反应产物本身中的手性中心可能外消旋，制备具有相对于官能团的-a位置的不对称中心并具有高光学纯度的光学活性腈存在一些困难。
Optically active nitriles are very useful starting products for the preparation of chiral amines1, ketones2and pyridines3. They are usually accessible from the corresponding acids via amide dehydration4, through nucleophilic substitution of suitable leaving groups by he CN−anion5and by dehydration of aldomixes3. However, the preparation of optically active nitrils with the asymmetric center in the -a- position with respect to the functional group and with high optical purity presents some difficulties due to the possible racemization of the chiral center in the starting compound used for the its preaparation and in the reaction products themselves4,6