Tetrahedron p. 4817 - 4828 (1996)
Update date:2022-08-03
Topics: Coupling reactions Cyclizations Antifeedants Azadiradione Acyl radicals Stannane
Fernandez-Mateos, Alfonso
Coca, Gustavo Pascual
Gonzalez, Rosa Rubio
Hernandez, Carolina Tapia
A diastereoselective and versatile synthesis of the model insect antifeedant 16 related to azadiradione has been achieved in nine steps starting from α-cyclocitral 1. The key steps involve intramolecular alkene addition of an acyl radical and a Stille coupling reaction of a vinyl iodide with a stannylfuran.
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