Synfacts 2006(3): 0189-0189  
DOI: 10.1055/s-2006-931929
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Tremulenediol A and Tremulenolide A

Contributor(s): Philip Kocienski, Fiona Black
B. L. Ashfield, S. F. Martin*
The University of Texas at Austin, USA
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Publikationsverlauf

Publikationsdatum:
21. Februar 2006 (online)

Significance

Tremulenediol A and Tremulenolide A were isolated from the fungal pathogen Phellinus tremulae and belong to the tremulane class of sesquiterpenes. This first enantioselective synthesis of both natural products employs three efficient transition-metal-catalyzed reactions: Rh-catalyzed asymmetric cyclopropanation, Pd-catalyzed allylic alkylation and Rh-catalyzed [5+2] cycloaddition.