Chiral phosphoric acid-catalyzed dual-ring formation for enantioselective construction of N-N axially chiral 3,3′-bisquinazolinones

作者：Pu, Liang-Yuan; Zhang, Yu-Jiao; Liu, Wei^*; Teng, Fan^*

来源：Chemical Communications, 2022, 58(94): 13131-13134.

DOI：10.1039/d2cc05172a

• ATROPOSELECTIVE SYNTHESIS
• ASYMMETRIC CONSTRUCTION
• BIARYL ATROPISOMERS
• DESYMMETRIZATION
• ARYLMALEIMIDES
• RESOLUTION
• ARYLATION
• NONBIARYL
• DESIGN

In contrast with the well-developed C-C and C-N axial chirality, research focusing on the catalytically asymmetric synthesis of N-N axially chiral compounds is still limited. As a privileged subunit of many antibiotics, the synthesis of N-N axially chiral 3,3 '-bisquinazolinones has not been updated with atroposelective construction. Herein, we firstly report a chiral phosphoric acid-catalyzed dual-ring formation strategy leading to the aforementioned compounds with good chemical yields and enantioselectivities. Notably, metal-free reaction conditions are another advantage of this procedure.

• 单位
  南昌航空大学