Synthesis of 2-Oxazolines from Ring Opening Isomerization of 3-Amido-2-Phenyl Azetidines |
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| Authors: | Xin Zhou Baiyi Mao Zhanbin Zhang |
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| Institution: | College of Chemistry, Beijing Normal University, Beijing 100875, China; (X.Z.); (B.M.) |
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| 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)2 was found to be the most effective. |
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| Keywords: | azetidine oxazoline isomerization amide acid |
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