Biocatalytic transformation of racemates into chiral building blocks in 100% chemical yield and 100% enantiomeric excess

Biocatalytic transformation of racemates into chiral building blocks in 100% chemical yield and 100% enantiomeric excess
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DOI:
10.1016/s0957-4166(98)00490-x
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发表时间:
1999-01-15
影响因子:
--
通讯作者:
Faber, K
Faber, K
中科院分区:
其他
文献类型:
--
作者:
Strauss, UT;Felfer, U;Faber, K

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综述了生物催化技术,这些技术可以使外消旋体高效转化为单一的立体异构体,理论上化学产率为100%,对映体过量为100%,并讨论了它们的具体优点和局限性。(i)一系列方法基于经典动力学拆分方法的改进,例如再外消旋化,然后重复拆分,动态拆分和后续反应,例如立体转化反应。(ii)相反,更优雅的解决方案是通过采用对映体收敛过程,这是基于通过立体化学不同的途径,这可以通过使用组合的化学和/或生物催化实现的每种对映体的转化。(iii)最后,具有仲醇和氨基的化合物的去外消旋化的新型方法利用以环状模式组合的环状氧化-还原序列。(C)1999爱思唯尔科技有限公司。保留所有权利。
Biocatalytic techniques, which lead to the highly efficient transformation of a racemate into a single stereoisomeric product in (theoretically) 100% chemical yield and 100% enantiomeric excess are reviewed and their specific merits and limitations are discussed. The processes known so far can be classified into the following categories: (i) A range of methods are based on the improvement of classic kinetic resolution processes, for instance reracemization followed by repeated resolution, dynamic resolution and follow-up reactions, such as stereoinversion reactions. (ii) On the contrary, more elegant solutions are derived by employing enantioconvergent processes, which are based on the transformation of each enantiomer through stereochemically different pathways, which can be achieved by using combined chemo- and/or biocatalysis. (iii) Finally, a novel type of process for the deracemization of compounds possessing a sec-alcohol and -amino group makes use of a cyclic oxidation-reduction sequence, which is combined in a cyclic mode. (C) 1999 Elsevier Science Ltd. All rights reserved.