A novel Rh(II)-catalyzed transannulation of 1-tosyl-1,2,3-triazoles with silyl or alkyl enolethers has been developed, which enables the facile synthesis of substituted pyrroles in a regiocontrollable manner. Moreover, the methodology could be extended to access 3-pyrrolin-2-one derivatives with silyl ketene acetals used as the reaction partner.
Mn-salen catalyzed asymmetric oxidation of enol derivatives
作者:Tsutomu Fukuda、Tsutomu Katsuki
DOI:10.1016/0040-4039(96)00858-1
日期:1996.6
Mn-salen complex 1 was found to catalyze highly enantioselective oxidation of enol ethers with iodosylbenzene as a terminal oxidant giving the corresponding hydroxy acetals, when the reaction was carried out in an alcoholic solvent. The reactions in the usual solvents such as dichloromethane and acetonitrile showed irregular and lower enantioselectivity, partly due to racemization of the resulting
Study on the reactions of fluoroalkanesulfonyl azides with cycloalkenyl ether and aryl ynamines
作者:Ping He、Shizheng Zhu
DOI:10.1016/j.tet.2005.10.023
日期:2006.1
reactions of fluoroalkanesulfonyl azides 1 with some electron-rich compounds have been studied in detail. Cycloalkenyl vinyl ethers reacted with 1 readily at 0 °C to give the corresponding ring-contraction N-fluoroalkanesulfonyl amidine analogues 3. In contrast, aryl ynamine generated in situ reacted with 1 affording fluorinated α-diazoamidines 9, which were decomposed slowly at room temperature to form
α-Tertiary Dialkyl Ether Synthesis via Reductive Photocatalytic α-Functionalization of Alkyl Enol Ethers
作者:Jamie A. Leitch、Thomas Rossolini、Tatiana Rogova、Darren J. Dixon
DOI:10.1021/acscatal.0c02584
日期:2020.10.2
reductant under blue LED irradiation is described. Pivoting on oxocarbenium ion generation via an initial TMSCl-facilitated protic activation of the enol ether substrate, subsequent single-electron transfer to this intermediate delivers the putative nucleophilic α-oxy tertiaryradical capable of productively combining with a variety of alkene substrates. The reductive functionalization strategy was simple