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从 3-酰胺基-2-苯基氮杂环丁烷的开环异构化合成 2-恶唑啉。

Synthesis of 2-Oxazolines from Ring Opening Isomerization of 3-Amido-2-Phenyl Azetidines.

机构信息

College of Chemistry, Beijing Normal University, Beijing 100875, China.

出版信息

Molecules. 2021 Feb 6;26(4):857. doi: 10.3390/molecules26040857.

Abstract

Chiral 2-oxazolines are valuable building blocks and famous ligands for asymmetric catalysis. The most common synthesis involves the reaction of an amino alcohol with a carboxylic acid. In this paper, an efficient synthesis of 2-oxazolines has been achieved via the stereospecific isomerization of 3-amido-2-phenyl azetidines. The reactions were studied in the presence of both Brønsted and Lewis acids, and Cu(OTf) was found to be the most effective.

摘要

手性 2-恶唑啉是具有价值的构建模块和著名的不对称催化配体。最常见的合成方法涉及氨基酸醇与羧酸的反应。在本文中,通过 3-酰胺基-2-苯基氮杂环丁烷的立体特异性异构化实现了 2-恶唑啉的高效合成。研究了布朗斯台德酸和路易斯酸存在下的反应,发现 Cu(OTf) 是最有效的。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6084/7914936/1e8e17fb78e1/molecules-26-00857-sch001.jpg

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