Tetrahedron p. 3617 - 3626 (1995)
Update date:2022-08-04
Topics:
Blaya, Salvador
Chinchilla, Rafael
Najera, Carmen
A simple and stereoselective synthesis of β-alkoxy- and β-alkylthio-acrylic esters and amides (8) by nucleophilic vinylic substitution of the tosyl group by sodium alcoholates and thiolates of (E)-β-tosylacrylic derivatives (7), prepared by iodosulfonylation-dehydroiodination of acrylic compounds, is described.This methodology is applied to the synthesis of sinharine (8eh) a natural antifungal isolated from glycosmis cyanocarpa.
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