A mild catalytic synthesis of 2-oxazolines via oxetane ring-opening: rapid access to a diverse family of natural products

被引：37

作者：

Huang, Hai ^{[1
]}

Yang, Wen ^{[2
,3
]}

Chen, Zuliang ^{[2
,3
]}

Lai, Zengwei ^{[2
,3
]}

Sun, Jianwei ^{[1
,2
,3
]}

机构：

[1] Changzhou Univ, Sch Petrochem Engn, Jiangsu Key Lab Adv Catalyt Mat & Technol, Changzhou 213164, Peoples R China

[2] Hong Kong Univ Sci & Technol, Dept Chem, Kowloon, Clear Water Bay, Hong Kong, Peoples R China

[3] Hong Kong Univ Sci & Technol, Shenzhen Res Inst, Kowloon, Clear Water Bay, Hong Kong, Peoples R China

来源：

CHEMICAL SCIENCE | 2019年 / 10卷 / 41期

基金：

中国国家自然科学基金;

关键词：

BIS(OXAZOLINE) LIGANDS; OXAZOLINES; HETEROCYCLES; CYCLIZATION; DAST;

D O I：

10.1039/c9sc03843d

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A new catalytic protocol for the expedient synthesis of oxazolines from oxetanes is disclosed. This mild process complements the conventional oxazoline synthesis based on non-catalytic cyclization of beta-hydroxy or unsaturated amides. It is also a new addition to the reactivity profile of oxetanes leading to heterocycles. In the presence of In(OTf)(3), various 3-amido oxetanes underwent smooth intramolecular cyclization to form the corresponding 2-oxazolines, including some valuable oxazoline-based bidentate ligands. This protocol also provides rapid access to various natural products and antibacterial molecules.

引用

页码：9586 / 9590

页数：5

共 24 条

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[6] Ring-Opening and -Expansion of 2,2′-Biaziridine: Access to Diverse Enantiopure Linear and Bicyclic Vicinal Diamines
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