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

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Abstract

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 β-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.

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

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Publication details

The article was received on 02 Aug 2019, accepted on 24 Aug 2019 and first published on 26 Aug 2019


Article type: Edge Article
DOI: 10.1039/C9SC03843D
Chem. Sci., 2019, Advance Article
  • Open access: Creative Commons BY-NC license
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    A mild catalytic synthesis of 2-oxazolines via oxetane ring-opening: rapid access to a diverse family of natural products

    H. Huang, W. Yang, Z. Chen, Z. Lai and J. Sun, Chem. Sci., 2019, Advance Article , DOI: 10.1039/C9SC03843D

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