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氨基酸手性源:用于杂环化合物不对称合成的工具。

Amino acid chirons: a tool for asymmetric synthesis of heterocycles.

作者信息

Singh Priyanka, Samanta Krishnananda, Das Sanjit Kumar, Panda Gautam

机构信息

Medicinal and Process Chemistry Division, CSIR-Central Drug Research Institute, B.S. 10/1, Jankipuram Extension, Sitapur Road, Lucknow 226031, India.

出版信息

Org Biomol Chem. 2014 Sep 7;12(33):6297-339. doi: 10.1039/c4ob00943f.

Abstract

As a result of their easy availability in enantiomerically enriched form and their possession of synthetically transformable diverse functional groups, amino acids have been extensively used by synthetic organic and medicinal chemists as a chiral pool for access to heterocycles (monocycles, bicycles or polycycles, either bridged or fused). This review describes the syntheses of diverse asymmetric heterocycles with various membered rings (n = 3-9) followed by benzo or heteroannulated ones, for the period from 1996 to Dec. 2013. It details solution phase synthetic methodologies in which the naturally occurring α-amino acid is incorporated, totally or partially, into the final product.

摘要

由于氨基酸易于以对映体富集的形式获得,并且拥有可通过合成进行转化的多种官能团,因此合成有机化学家和药物化学家广泛将其用作手性库,以获取杂环化合物(单环、双环或多环,包括桥环或稠环)。本综述描述了在1996年至2013年12月期间,合成具有各种环成员数(n = 3 - 9)的不同不对称杂环,以及随后的苯并或杂环稠合杂环的方法。它详细介绍了溶液相合成方法,其中天然存在的α-氨基酸全部或部分并入最终产物中。

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