Xiang Fu; Yaxin Li; Mingjin He; Junxin Ren; Zinan Wei; Zhenghui Kang; Wenhao Hu
Org. Lett., 2024, 26(48), 10376–10381
https://doi.org/10.1021/acs.orglett.4c04011

Abstract

A DNA-compatible three-component reaction is disclosed for the synthesis of on-DNA polysubstituted isoxazolidines that serve as privileged core scaffolds in numerous natural products and bioactive molecules. This one-pot approach involves the 1,3-dipolar cycloaddition of DNA-tagged styrenes with diazo compounds and nitrosoarenes in an aqueous solution of KOAc. The reaction demonstrates excellent functional group compatibility, providing a conventional protocol for the construction of a DNA-labeled isoxazolidine library.