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Photoinduced [3+2] cycloaddition via HFIP-promoted in situ formation of isobutylene from the Boc group
Xue-Ling Luo1, Yu Lv1, Di-Jing Luo1
1School of Chemistry and Pharmaceutical Sciences, State Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources, Guangxi Normal University, Guilin 541004, P. R. China. xiapengju@gxnu.edu.cn.
Abstract:
We herein report an HFIP-promoted, photoinduced [3+2] cycloaddition between carbonyl cyclopropanes and in situ generated isobutylene, which enables access to diverse polysubstituted cyclopentane and pyrrolidine derivatives. Mild conditions, simple operation and excellent functional group tolerance characterize this protocol. Above all, it not only eliminates the hazards linked with the storage and handling of pressurized isobutylene but also highlights the versatility of the Boc group as a synthon in complex molecule assembly, providing a strategic advance toward greener and more sustainable synthetic methodologies.
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