Advances in Asymmetric Catalytic Synthesis of Chiral Oxazolines

doi:10.3969/j.issn.1672-6952.2021.04.002

Abstract

Abstract:

Chiral oxazolines are a type of important chiral heterocycles compound, which are not only present in many biologically active natural products and drug small molecules with physiological activity, but also in chiral cofactors and chiral ligands often used in chiral synthesis. Currently, the asymmetric synthesis of chiral oxazolines still relies on the condensation between chiral amino alcohols and carboxylic acid derivatives. However, due to the limited availability of chiral amino alcohols and the tedious synthetic route, the development of highly efficient and straightforward methods for chiral oxazolines synthesis via asymmetric catalysis is of significant synthetic value. In this paper, we have summarized the recent advances in the asymmetric catalytic synthesis of chiral oxazoline derivatives through transition metal catalysis and organocatalysis, including asymmetric Aldol reactions, asymmetric clizations and others.

Key words: Asymmetric catalysis, Chiral oxazolines, Transition metal catalysis, Small?molecule organocatalysis

摘要：

手性噁唑啉是一种重要的手性杂环化合物，该类结构不但广泛存在于具有生理活性的天然产物和药物小分子之中，还是手性合成中经常使用的手性辅基和手性配体。目前，手性噁唑啉的合成通常依赖于利用手性氨基醇作为起始原料与羧酸衍生物的缩合反应制备。然而，由于手性氨基醇的来源有限、合成步骤冗长等限制，发展更为高效、直接的不对称催化合成手性噁唑啉的方法具有重要的合成意义。总结了近年来发展的各种过渡金属催化和有机小分子催化的不对称合成手性噁唑啉衍生物的方法，包括不对称Aldol反应、不对称环化反应等。

关键词: 不对称催化, 手性噁唑啉, 过渡金属催化, 有机小分子催化

CLC Number:

O621.25+6.7

Yongkai Pan, Yunrong Chen. Advances in Asymmetric Catalytic Synthesis of Chiral Oxazolines[J]. Journal of Liaoning Petrochemical University, 2021, 41(4): 9-16.

潘永凯, 陈运荣. 手性噁唑啉的不对称催化合成研究进展[J]. 辽宁石油化工大学学报, 2021, 41(4): 9-16.

Figures/Tables 20

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