Asymmetric reduction with C1- and C2-symmetric NADH model compounds containing chiral 1,1'-binaphthyls
Asymmetric reduction with C1- and C2-symmetric NADH model compounds containing chiral 1,1'-binaphthyls
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使用含有手性 1,1-联萘的 C1 和 C2 对称 NADH 模型化合物进行不对称还原
DOI：
10.1246/bcsj.56.3672
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发表时间：
1983
期刊：
影响因子：
--
通讯作者：
Y. Inouye
中科院分区：
文献类型：
--
作者：
M. Amano;Motoshi Watanabe;N. Baba;J. Oda;Y. Inouye
首次引入了手性1，1′-联萘衍生物作为手性源，研究了Mg催化的C2-对称NADH模型化合物不对称还原苯甲酰甲酸乙酯的反应，并与相应的具有相同手性中心的C1-对称模型化合物进行了比较.更好的e.e.“的还原产物的s通过使用具有C2-对称性的NADH模型比相应的C1对称的。此外，手性联萘的成键方式以及手性联萘与反应中心的距离也影响氢转移的立体化学过程。
The present study deals with Mg-catalyzed asymmetric reduction of ethyl benzoylformate by the use of C2-symmetric NADH model compounds in which axial dissymmetry (chiral 1, 1′-binaphthyl derivatives) was introduced as a chiral source for the first time and the results were compared with those obtained by the corresponding C1-symmetric models bearing the same chiral center. Better e.e.’s of the reduction product were obtained by the use of NADH models having C2-symmetry than does the corresponding C1 symmetric ones. Further, the kind of bonding as well as the distance between chiral binaphthyl and the reaction center affected the stereochemical course of hydrogen transfer.