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手性二级胺催化的α,β-不饱和醛不对称反应在天然产物全合成中的进展。

Advances in the Asymmetric Total Synthesis of Natural Products Using Chiral Secondary Amine Catalyzed Reactions of α,β-Unsaturated Aldehydes.

机构信息

School of Pharmaceutical Sciences, Tsinghua University, Beijing 100084, China.

School of Chemistry and Chemical Engineering, Qufu Normal University, Qufu 273165, China.

出版信息

Molecules. 2019 Sep 19;24(18):3412. doi: 10.3390/molecules24183412.

Abstract

Chirality is one of the most important attributes for its presence in a vast majority of bioactive natural products and pharmaceuticals. Asymmetric organocatalysis methods have emerged as a powerful methodology for the construction of highly enantioenriched structural skeletons of the target molecules. Due to their extensive application of organocatalysis in the total synthesis of bioactive molecules and some of them have been used in the industrial synthesis of drugs have attracted increasing interests from chemists. Among the chiral organocatalysts, chiral secondary amines (MacMillan's catalyst and Jorgensen's catalyst) have been especially considered attractive strategies because of their impressive efficiency. Herein, we outline advances in the asymmetric total synthesis of natural products and relevant drugs by using the strategy of chiral secondary amine catalyzed reactions of α,β-unsaturated aldehydes in the last eighteen years.

摘要

手性是大多数生物活性天然产物和药物的重要属性之一。不对称有机催化方法已成为构建目标分子高度对映富集结构骨架的强大方法。由于其在生物活性分子的全合成中广泛应用,其中一些已用于药物的工业合成,因此受到化学家的越来越多的关注。在这些手性有机催化剂中,手性仲胺(MacMillan 催化剂和 Jorgensen 催化剂)因其令人印象深刻的效率而被特别认为是一种有吸引力的策略。在此,我们概述了过去十八年来利用手性仲胺催化α,β-不饱和醛反应的策略在天然产物和相关药物的不对称全合成中的进展。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f416/6767148/044a7a5b54eb/molecules-24-03412-sch001.jpg

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