Total Synthesis of TK-57-164A, Isariotin F, and Their Putative Progenitor Isariotin E

Keeping it simple: A simple strategy for the total synthesis of three complex natural products has been developed, while also confirming the putative generation of 1 and 2 from 3. The benefits of a simple dissymmetric 2,5‐cyclohexadienone are illustrated and provide the foundation for rapid diastere...

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Bibliographic Details
Published in:Angewandte Chemie (International ed.) 2009-01, Vol.48 (50), p.9519-9521
Main Authors: Cha, Jacob Y, Huang, Yaodong, Pettus, Thomas R.R
Format: Article
Language:English
Subjects:
Biomimetic Materials
biomimetic synthesis
Bridged Bicyclo Compounds, Heterocyclic - chemical synthesis
Cyclization
dearomatization
Epoxy Compounds - chemical synthesis
Heterocyclic Compounds, Bridged-Ring - chemical synthesis
Metabolic Networks and Pathways
resorcinol
Resorcinols
Spiro Compounds - chemical synthesis
total synthesis
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Summary:Keeping it simple: A simple strategy for the total synthesis of three complex natural products has been developed, while also confirming the putative generation of 1 and 2 from 3. The benefits of a simple dissymmetric 2,5‐cyclohexadienone are illustrated and provide the foundation for rapid diastereoselective functionalization leading to the first total synthesis of these compounds.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200904716