Relay catalysis using a rhodium complex/chiral Brønsted acid binary system: Enantioselective reduction of a carbonyl ylide as the reactive intermediate

Masahiro Terada, Yasunori Toda

Research output: Contribution to journalArticle

61 Citations (Scopus)

Abstract

Pass the baton: A one-pot relay catalysis for a carbonyl ylide formation/enantioselective reduction sequence using a dirhodium(II) tetracarboxylate and chiral phosphoric acid catalyst system is described. The four-step transformation involves a rhodium carbene complex, a carbonyl ylide, and an isobenzopyrylium intermediate, the enantioselective reduction of which yields isochromanone derivatives in good yield with high selectivity.

Original languageEnglish
Pages (from-to)2093-2097
Number of pages5
JournalAngewandte Chemie - International Edition
Volume51
Issue number9
DOIs
Publication statusPublished - 2012 Feb 27

Keywords

  • asymmetric catalysis
  • organocatalysis
  • reduction
  • rhodium
  • ylides

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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