94834-48-7Relevant academic research and scientific papers
Synthesis of 3-fluorofuran-2(5H)-ones based on Z/E photoisomerisation and cyclisation of 2-fluoro-4-hydroxybut-2-enoates
Pomeisl, Karel,Cejka, Jan,Kvicala, Jaroslav,Paleta, Oldrich
, p. 5917 - 5925 (2007)
Mixtures of some (E)- and (Z)-2-fluoroalk-2-enoates prepared from the corresponding 2-hydroxycarbonyl compounds and ethyl 2-(diethoxyphosphoryl)-2- fluoroacetate have been transformed in high conversions into the target 3-fluorofuran-2(5H)-ones by an effi
Construction of a quaternary carbon at the carbonyl carbon of the cyclohexane ring
Kaneko, Yuki,Kiyotsuka, Yohei,Acharya, Hukum P.,Kobayashi, Yuichi
supporting information; experimental part, p. 5482 - 5484 (2010/10/04)
High SN2′ selectivity in the allylic substitution of cyclohexylidene ethyl picolinates with copper reagents prepared from RMgBr and CuBr·Me2S was realized by addition of ZnX2 (X = I, Br, Cl). Furthermore, ZnX2 accelerated the reaction with the bulky iPr reagent. The Royal Society of Chemistry 2010.
1,5-Stereocontrol in tin(IV) halide promoted reactions of 2-alkoxy-1-(2-tributylstannylethylidene)cyclohexanes with aldehydes
Kumar, Poonam,Thomas, Eric J.,Tray, Daniel
, p. 6287 - 6295 (2008/02/03)
2-Methoxy- and 2-(p-methoxybenzyloxy)-1-(2-tributylstannylethylidene)cyclohexanes 22 and 23 were prepared from 2-methoxy- and 2-(p-methoxybenzyloxy)cyclohexanones 12 and 13. The allylstannane 22 was transmetallated stereoselectively with tin(IV) chloride
Convenient synthesis of 3-fluoro-4,5-diphenylfuran-2(5H)-one from benzoin ethers. Novel and efficient Z-E isomerisation and cyclisation of 2-fluoroalkenoate precursors, substitution of vinylic fluorine
Pomeisl, Karel,Kví?ala, Jaroslav,Paleta, Old?ich
, p. 1390 - 1397 (2008/09/17)
Mixtures of ethyl (E)- and (Z)-4-alkoxy-2-fluoro-3,4-diphenylbut-2-enoates (6-8) prepared from benzoin ethers and ethyl 2-(diethoxyphosphoryl)-2-fluoroacetate were transformed in high yields to the target 3-fluoro-4,5-diphenylfuran-2(5H)-one (14) using bromine in tetrachloromethane at room temperature. The non-cyclisable Z-isomers 6b-8b were gradually isomerised to the cyclisable E-isomers 6a-8a during the process. The reaction of the (E)-butenoates 6a-8a with boron trifluoride led to furanone 14, while in Z-isomers 6b-8b both alkoxy group and vinylic fluorine were substituted with bromine during the reaction. Mechanisms for both complex reactions have been proposed. Furanone 14 was transformed to 2-[tert-butyl(dimethyl)silyloxy]-3-fluoro-4,5-diphenylfuran (18) as a novel building block.
