Protecting-group free synthesis of glycoconjugates displaying dual fungicidal and plant defense-eliciting activities.
Bioorganic chemistry(2023)
Abstract
A straightforward synthesis of carbohydrate templated isoxazolidines is described, by reaction of unprotected glycosylhydroxylamines (operating as 1,3-dipoles) with methyl acrylate using microwave activation. Rhamno- and erythro-isoxazolidines are recognized by plant cells, resulting in a strong ROS-production as a plant immune response, and exert a high antifungal activity against Botrytis cinerea.
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Key words
glycoconjugates,dual fungicidal,free synthesis,protecting-group,defense-eliciting
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