Rhodium-catalyzed enantioselective addition to unsymmetrical α-diketones: Tandem one-pot synthesis of optically active 3-tetrasubstituted isochroman derivatives

Ting Shun Zhu, Jianping Chen, Ming Hua Xu

Research output: Contribution to journalArticle

37 Scopus citations

Abstract

The domino effect: An efficient and general catalytic one-pot synthesis of quaternary-substituted isochroman derivatives has been developed (see scheme). The cascade transformation relies on rhodium-catalyzed highly regio- and enantioselective 1,2-addition of arylboronic acids to unsymmetrical α-diketones and intramolecular etherification or esterification, and provides a variety of enantioenriched isochromanones under exceptionally mild conditions.

Original languageEnglish (US)
Pages (from-to)865-869
Number of pages5
JournalChemistry - A European Journal
Volume19
Issue number3
DOIs
StatePublished - Jan 14 2013
Externally publishedYes

Keywords

  • AC-7954
  • asymmetric catalysis
  • domino reactions
  • isochromans
  • rhodium

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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