biostudies-literatureUnknown10(58)Oeser PWe studied the reactions of vinyl phosphates and vinyl phosphordiamidates containing an ester functional group with organometallic reagents. We found that the functionalized vinyl phosphates were smoothly converted into tri- and tetrasubstituted buta-1,3-dienes <i>via</i> the reaction with aryllithium reagents. Moreover, the vinyl phosphordiamidates were converted into α,β-unsaturated ketones using Grignard reagents. Based on the performed experiments, we proposed a reaction mechanism, which was confirmed by means of the isolation of key intermediates.RSC advances35109-35120https://www.ebi.ac.uk/biostudies/studies/S-EPMC9056830biostudies-literatureFormation of trisubstituted buta-1,3-dienes and α,β-unsaturated ketones <i>via</i> the reaction of functionalized vinyl phosphates and vinyl phosphordiamidates with organometallic reagents.PMC9056830Dvorakova HOeser PKoudelka JTobrman TfalseFormation of trisubstituted buta-1,3-dienes and α,β-unsaturated ketones <i>via</i> the reaction of functionalized vinyl phosphates and vinyl phosphordiamidates with organometallic reagents.We studied the reactions of vinyl phosphates and vinyl phosphordiamidates containing an ester functional group with organometallic reagents. We found that the functionalized vinyl phosphates were smoothly converted into tri- and tetrasubstituted buta-1,3-dienes <i>via</i> the reaction with aryllithium reagents. Moreover, the vinyl phosphordiamidates were converted into α,β-unsaturated ketones using Grignard reagents. Based on the performed experiments, we proposed a reaction mechanism, which was confirmed by means of the isolation of key intermediates.2020-01-01T00:00:00Z2020 Sep2025-05-29T21:29:13.932Z2025-05-29T21:29:13.932ZS-EPMC90568303551564210.1039/d0ra07472a