Ring Expansions of β-Keto Lactones with Zinc Carbenoids: Synthesis of (+)-Patulolide A
A one-pot ring expansion/oxidation/elimination method has been developed in which β-keto lactones are converted efficiently to α,β-unsaturated-γ-keto lactones. The reaction can be successfully applied to a variety of ring sizes. Alkene stereochemistry is dependent upon ring size and reaction conditions. The method was applied to the synthesis of (+)-patulolide A.
Journal of Organic Chemistry
American Chemical Society
Digital Object Identifier (DOI)
Ring Expansions of b-Keto Lactones with Zinc Carbenoids: Synthesis of (+)-Patulolide A, Ronsheim, M. D.; Zercher, C. K. J. Org. Chem. 2003, 68, 1878-1885
Copyright © 2003, American Chemical Society