A practical and convenient synthesis of naturally occurring farinomaleins C–E was achieved starting from readily available ethyl 3-methyl-2-oxobutyrate and triethyl phosphonoacetate. The key steps of the sequence included a Horner–Wadsworth–Emmons condensation to obtain the precursor farinomalein A and coupling with suitable alcohols to install the chain. The synthesis of farinomalein D has been achieved starting from (R)-isopropylideneglycerol on the basis of which the S configuration was assigned to the natural compound. The antifungal activity of the synthesized compounds was evaluated against Cladosporium cladosporioides.
|Titolo:||Synthesis of natural maleimides farinomaleins C–E and evaluation of their antifungal activity|
|Parole Chiave:||Farinomaleins; Maleimides; Antifungal activity; Synthesis; Natural products|
|Settore Scientifico Disciplinare:||Settore CHIM/06 - Chimica Organica|
Settore AGR/12 - Patologia Vegetale
|Data di pubblicazione:||2014|
|Digital Object Identifier (DOI):||10.1016/j.tetlet.2014.05.023|
|Appare nelle tipologie:||01 - Articolo su periodico|