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Article
Synthesis of Kurasoin B Using Phase-Transfer-Catalyzed Acylimidazole Alkylation
Synlett
  • Michael A. Christiansen, Utah State University
  • Aaron W. Butler, Brigham Young University
  • Amanda R. Hill, Brigham Young University
  • Merritt B. Andrus, Brigham Young University
Document Type
Article
Publication Date
1-1-2009
Publisher
Thieme Publishing
Disciplines
Abstract

The hydroxy ketone natural product kurasoin B is synthesized using a phase-transfer-catalyzed alkylation reaction with benzyloxyacetyl imidazole. A biscinchonidinium dimethylnaphthalene catalyst allowed for high yield and near complete selectivity (99% ee) for the S-product using 3-methylbromoindole as the electrophile.

Citation Information
Christiansen, M. A.; Butler, A. W.; Hill, A. R. Andrus, M. B. “Synthesis of Kurasoin B Using Phase-Transfer-Catalyzed Acylimidazole Alkylation.” Synlett, 2009, 4, 653-657.