| Abstract: | Two 3-silanyl-propenylphosphonate esters ( 1a , 1b ) were synthesized, and their deprotonation was attempted using RONa/ROH, RLi/THF, and LDA/THF systems. In the first two cases, the nucleophilic addition was the predominant (or exclusive) reaction observed; deprotonation was achieved with LDA, as confirmed by the reaction of the lithiated species with alkylating agents and with benzaldehyde. Chemical behavior of substrates 1 does not parallel closely that of the parent silanyl or phosphoryl-substituted allylic systems. © John Wiley & Sons, Inc. |
