Various aspects of the reaction of a chiral catalyst or reagent with a racemic or enantiopure substrate

Various aspects of the reaction of a chiral catalyst or reagent with a racemic or enantiopure substrate
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DOI:
10.1016/s0040-4020(01)00065-5
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发表时间:
2001-03-26
期刊:
影响因子:
2.1
通讯作者:
Kagan, HB
Kagan, HB
中科院分区:
化学3区
文献类型:
--
作者:
Kagan, HB

文献摘要

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手性催化剂或试剂可用于在外消旋混合物的组分上产生不对称中心。给出了各种实验数据(ee值、产物分数、转化率)之间的定量关系,并将其推广到区域异构产物的形成。当产品不是异构的情况下也被认为是。在这些过程中的“动力学决议”的意义进行了讨论。最后,它表明,上述结果可以用来安全地预测手性底物对手性催化剂或试剂的任一对映体的行为。事实上,手性底物上的区域选择性、非对映选择性或化学选择性反应可以通过选择外部手性控制剂的绝对构型来实现。(C)2001爱思唯尔科技有限公司版权所有。
A chiral catalyst or reagent may be used to create an asymmetric center on the components of a racemic mixture. The quantitative relationships between the various experimental data (ee's, fractional amounts of products, conversion) are given, and extended to the formation of regioisomeric products. The cases when products are not isomeric are also considered. The meaning of 'kinetic resolution' in these processes is discussed. Finally, it is shown that above results can be used to safely predict the behavior of a chiral substrate versus either enantiomers of a chiral catalyst or reagent. Indeed, regio-, diastereo- or chemoselective reactions on a chiral substrate can be achieved by the choice of the absolute configuration of an external chiral controller. (C) 2001 Elsevier Science Ltd. All rights reserved.