Catalytic asymmetric mannich-ketalization reaction: Highly enantioselective synthesis of aminobenzopyrans

Magnus Rueping*, Ming Yuan Lin

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

94 Scopus citations

Abstract

"Chemical Equation Present" Domino catalysis: We have developed the first enantioselective domino Mannich-ketalization reaction of o-hydroxy benzaldimines with electron-rich alkenes (see scheme). The new reaction sequence provides an easy and direct access to optically pure 4-aminobenzopyrans in good yields and with excellent enantiomeric ratios (up to e.r. 98:2).

Original languageEnglish (US)
Pages (from-to)4169-4172
Number of pages4
JournalChemistry - A European Journal
Volume16
Issue number14
DOIs
StatePublished - Apr 12 2010

Keywords

  • Brønsted acid
  • Chromene
  • Domino reactions
  • Ion pairs
  • Organocatalysis

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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