articleJournal of the American Chemical SocietyOct 6, 2005Closed access

Enantioselective Organo-Cascade Catalysis

California Institute of Technology

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Abstract

A new strategy for organocatalysis based on the biochemical blueprints of biosynthesis has enabled a new laboratory approach to cascade catalysis. Imidazolidinone-based catalytic cycles, involving iminium and enamine activation, have been successfully combined to allow a large diversity of nucleophiles (furans, thiophenes, indoles, butenolides, hydride sources, tertiary amino lactone equivalents) and electrophiles (fluorinating and chlorinating reagents) to undergo sequential addition with a wide array of alpha,beta-unsaturated aldehydes. These new cascade catalysis protocols allow the invention of enantioselective transformations that were previously unknown, including the asymmetric catalytic addition of the…

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Authors

4

Topics & keywords

Keywords
  • Enantioselective synthesis
  • Chemistry
  • Organocatalysis
  • Catalysis
  • Combinatorial chemistry
  • Iminium
  • Nucleophile
  • Electrophile
UN Sustainable Development Goals
  • Clean water and sanitation
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