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

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-...

Full description

Bibliographic Details
Main Authors:	Xin Zhou, Baiyi Mao, Zhanbin Zhang
Format:	Article
Language:	English
Published:	MDPI AG 2021-02-01
Series:	Molecules
Subjects:	azetidine oxazoline isomerization amide acid
Online Access:	https://www.mdpi.com/1420-3049/26/4/857

id	doaj-eb74722b90da45c6b4ff7b52b3a3c4bd
record_format	Article
spelling	doaj-eb74722b90da45c6b4ff7b52b3a3c4bd2021-02-07T00:01:40ZengMDPI AGMolecules1420-30492021-02-012685785710.3390/molecules26040857Synthesis of 2-Oxazolines from Ring Opening Isomerization of 3-Amido-2-Phenyl AzetidinesXin Zhou0Baiyi Mao1Zhanbin Zhang2College of Chemistry, Beijing Normal University, Beijing 100875, ChinaCollege of Chemistry, Beijing Normal University, Beijing 100875, ChinaCollege of Chemistry, Beijing Normal University, Beijing 100875, ChinaChiral 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)<sub>2</sub> was found to be the most effective.https://www.mdpi.com/1420-3049/26/4/857azetidineoxazolineisomerizationamideacid
collection	DOAJ
language	English
format	Article
sources	DOAJ
author	Xin Zhou Baiyi Mao Zhanbin Zhang
spellingShingle	Xin Zhou Baiyi Mao Zhanbin Zhang Synthesis of 2-Oxazolines from Ring Opening Isomerization of 3-Amido-2-Phenyl Azetidines Molecules azetidine oxazoline isomerization amide acid
author_facet	Xin Zhou Baiyi Mao Zhanbin Zhang
author_sort	Xin Zhou
title	Synthesis of 2-Oxazolines from Ring Opening Isomerization of 3-Amido-2-Phenyl Azetidines
title_short	Synthesis of 2-Oxazolines from Ring Opening Isomerization of 3-Amido-2-Phenyl Azetidines
title_full	Synthesis of 2-Oxazolines from Ring Opening Isomerization of 3-Amido-2-Phenyl Azetidines
title_fullStr	Synthesis of 2-Oxazolines from Ring Opening Isomerization of 3-Amido-2-Phenyl Azetidines
title_full_unstemmed	Synthesis of 2-Oxazolines from Ring Opening Isomerization of 3-Amido-2-Phenyl Azetidines
title_sort	synthesis of 2-oxazolines from ring opening isomerization of 3-amido-2-phenyl azetidines
publisher	MDPI AG
series	Molecules
issn	1420-3049
publishDate	2021-02-01
description	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)<sub>2</sub> was found to be the most effective.
topic	azetidine oxazoline isomerization amide acid
url	https://www.mdpi.com/1420-3049/26/4/857
work_keys_str_mv	AT xinzhou synthesisof2oxazolinesfromringopeningisomerizationof3amido2phenylazetidines AT baiyimao synthesisof2oxazolinesfromringopeningisomerizationof3amido2phenylazetidines AT zhanbinzhang synthesisof2oxazolinesfromringopeningisomerizationof3amido2phenylazetidines
_version_	1724282089896935424

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

Similar Items