A Quinine-Squaramide Catalyzed Enantioselective Aza-Friedel-Crafts Reaction of Cyclic Trifluoromethyl Ketimines with Naphthols and Electron-Rich Phenols

Ding Zhou, Zheng Huang, Xueting Yu, Youxin Wang, Jian Li, Wei Wang, Hexin Xie

Research output: Contribution to journalArticlepeer-review

74 Scopus citations

Abstract

A highly enantioselective aza-Friedel-Crafts (aza-F-C) reaction of cyclic trifluoromethyl ketimines and naphthols/phenols was developed with fluorenyl-substituted quinine-squaramide as the catalyst. This protocol enables direct access to biologically important chiral trifluoromethyl dihydroquinazolinones with up to 99% yields and up to 99% ee's.

Original languageEnglish (US)
Pages (from-to)5554-5557
Number of pages4
JournalOrganic Letters
Volume17
Issue number22
DOIs
StatePublished - Nov 20 2015
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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