Catalytic asymmetric tandem Friedel-Crafts alkylation/Michael addition reaction for the synthesis of highly functionalized chromans

Jiahuan Peng, Da Ming Du*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

11 Citations (Scopus)

Abstract

The enantioselective tandem Friedel-Crafts alkylation/Michael addition reaction of indoles with nitroolefin enoates catalyzed by a diphenylamine-linked bis(oxazoline)-Zn(OTf)2 complex was investigated. This tandem reaction afforded functionalized chiral chromans in good yields with moderate to high stereoselectivities (up to 95:5 dr, up to 99% ee).

Original languageEnglish
Pages (from-to)1210-1216
Number of pages7
JournalBeilstein Journal of Organic Chemistry
Volume9
DOIs
Publication statusPublished - 24 Jun 2013

Keywords

  • Asymmetric catalysis
  • Bis(oxazoline)
  • Chroman
  • Friedel-Crafts alkylation
  • Tandem reaction

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