Published April 2, 2010
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Aryne Acyl-Alkylation in the General and Convergent Synthesis of Benzannulated Macrolactone Natural Products: An Enantioselective Synthesis of (−)-Curvularin
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Abstract
A general approach for the synthesis of benzannulated macrolactone natural products utilizing an aryne acyl-alkylation reaction is described. Toward this end, the total syntheses of the natural products (−)-curvularin, curvulin, and (−)-diplodialide C are reported. Furthermore, the aryne insertion technology has enabled the rapid conversion of simple diplodialide natural products to curvularin, thereby connecting these two biosynthetically distinct classes of compounds via synthetic methods.
Additional Information
© 2010 American Chemical Society. Published In Issue April 02, 2010; Article ASAP March 02, 2010; Received: February 9, 2010. Publication Date (Web): March 2, 2010. We thank The Gordon and Betty Moore Foundation, Abbott, Amgen, Boehringer-Ingelheim, Bristol-Myers Squibb, Merck, Sigma-Aldrich, The California HIV/AIDS Research Program (fellowship to P.M.T.), and Caltech for generous funding.Attached Files
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Additional details
- Eprint ID
- 17954
- Resolver ID
- CaltechAUTHORS:20100413-105259618
- Gordon and Betty Moore Foundation
- Abbott
- Amgen
- Boehringer-Ingelheim
- Bristol-Myers Squibb
- Merck
- Sigma-Aldrich
- California HIV/AIDS Research Program
- Caltech
- Created
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2010-04-28Created from EPrint's datestamp field
- Updated
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2021-11-08Created from EPrint's last_modified field