Welcome to the new version of CaltechAUTHORS. Login is currently restricted to library staff. If you notice any issues, please email coda@library.caltech.edu
Published April 2, 2010 | Supplemental Material
Journal Article Open

Aryne Acyl-Alkylation in the General and Convergent Synthesis of Benzannulated Macrolactone Natural Products: An Enantioselective Synthesis of (−)-Curvularin


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

Supplemental Material - ol100335y_si_001.pdf


Files (2.3 MB)
Name Size Download all
2.3 MB Preview Download

Additional details

August 19, 2023
October 20, 2023