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Isolation and Compositional Analysis of Plant Cuticle Lipid Polyester Monomers
Published on: November 22, 2015
Total synthesis of (-)-callipeltoside A
Thomas R Hoye1, Michael E Danielson, Aaron E May
1Department of Chemistry, University of Minnesota, Minneapolis, Minnesota 55455, United States. hoye@umn.edu
The Journal of Organic Chemistry
|October 12, 2010
Abstract:
A total synthesis of (-)-callipeltoside A (1) has been achieved. The core macrocycle was made via a dual macrolactonization/pyran hemiketal formation reaction, developed to circumvent issues related to the reversible nature of acylketene formation from β-keto lactone substrates. Initial approaches to the core of the natural product that revolved around ring-closing metathesis (RCM) and relay ring-closing metathesis (RRCM) reactions are also described.

