Synthesis of Kurasoin B Using Phase-Transfer-Catalyzed Acylimidazole Alkylation

Authors

Michael A. Christiansen, Utah State UniversityFollow
Aaron W. Butler, Brigham Young University
Amanda R. Hill, Brigham Young University
Merritt B. Andrus, Brigham Young University

Document Type

Article

Journal/Book Title

Synlett

Publication Date

2009

Publisher

Thieme Publishing

Volume

4

First Page

653

Last Page

657

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.

Recommended Citation

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.