Catalytic asymmetric hydroxylative dearomatization of 2-naphthols: synthesis of lacinilene derivatives.

نویسندگان

  • Yu Zhang
  • Yuting Liao
  • Xiaohua Liu
  • Xi Xu
  • Lili Lin
  • Xiaoming Feng
چکیده

An enantioselective hydroxylative dearomatization of 2-naphthols with oxaziridines has been accomplished using a N,N'-dioxide-scandium(iii) complex catalyst. Various substituted ortho-quinols could be obtained in high yields (up to 99%) and enantioselectivities (up to 95 : 5 er). This methodology could be applied in the synthesis of bioactive lacinilenes in a gram-scale reaction. Based on the experimental investigations and previous work, a possible catalytic model was proposed.

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عنوان ژورنال:
  • Chemical science

دوره 8 9  شماره 

صفحات  -

تاریخ انتشار 2017