Organoseleno-catalyzed synthesis of α,β-unsaturated α′-Alkoxy ketones from allenes enabled by se···o interactions
α,β-Unsaturated α′-Alkoxy ketones have been prepared under mild conditions from allenes using water as the oxygen source and without the necessity of metals. The organocatalytic oxygenation-rearrangement sequence displays an exquisite chemo-, stereo-, and
Toledano-Pinedo, Mireia,Martínez Del Campo, Teresa,Tiemblo, Marta,Fernández, Israel,Almendros, Pedro
supporting information
p. 3979 - 3984
(2020/05/14)
Lewis acid-catalyzed three-component condensation reactions of aldehydes, alkoxysilanes, and propargylsilane: Synthesis of α-allenyl ethers
For simultaneous construction of a polyether backbone and the allenyl side chains, Lewis acid-catalyzed three-component condensation reactions of aldehydes, alkoxytrimethylsilanes, and 1-trimethylsilyl-2-butyne were studied. The reaction of these three compounds took place in the presence of a catalytic amount of TrClO4 at -78°C to yield the corresponding α-allenyl ethers in good yields. This reaction was also applied to the synthesis of a polyether having allenyl side chains.