Methodes simples de cis-hydroxylation des F-alkyl ethylenes
作者： A. Ayari , S. Szonyi , E. Rouvier , A. Cambon
DOI: 10.1016/S0022-1139(00)82179-X
关键词:
摘要: Abstract Synthesis of 2-F-alkyl ethane-1,2 diols from F-alkyl ethylenes and permanganates is reported. Among the three methods tested described, one, carried out in a homogeneous non aqueous phase (CH 2 Cl ) with stoechiometric amount Phase Transfer Catalysis Agent (PCTA) gave best yields (⋍80%).
elsevier.com
sci-hub.se 参考文章(17)
Donald G. Lee, Keith C. Brown, Oxidation of hydrocarbons. 11. Kinetics and mechanism of the reaction between methyl (E)-cinnamate and quaternary ammonium permanganates Journal of the American Chemical Society. ,vol. 104, pp. 5076- 5081 ,(1982) , 10.1021/JA00383A014
Charles M. Starks, PHASE – TRANSFER CATALYSIS. I. HETEROGE NEOUS REACTIONS INVOLVING ANION TRANSFER BY QUATERNARY AMMONIUM AND PHOSPHONIUM SALTS Journal of the American Chemical Society. ,vol. 93, pp. 195- 199 ,(1971) , 10.1021/JA00730A033
Fillmore Freeman, John C. Kappos, Permanganate ion oxidations. 19. Hexadecyltrimethylammonium permanganate oxidation of cycloalkenes Journal of Organic Chemistry. ,vol. 54, pp. 2730- 2734 ,(1989) , 10.1021/JO00272A051
Douglas A. Rausch, Alan M. Lovelace, Lester E. Coleman, Jr., Notes - The Preparation and Properties of Some Fluorine-Containing Epoxides Journal of Organic Chemistry. ,vol. 21, pp. 1328- 1330 ,(1956) , 10.1021/JO01117A623
A. Paul Krapcho, James R. Larson, Joyce M. Eldridge, Potassium permanganate oxidations of terminal olefins and acetylenes to carboxylic acids of one less carbon Journal of Organic Chemistry. ,vol. 42, pp. 3749- 3753 ,(1977) , 10.1021/JO00443A026
MM. Chaabouni, A. Baklouti, S. Szonyi, A. Cambon, Nouvelles methodes de preparation des F-alkyl oxiranes a partir des acetates de bromo-2 F-alkyl-2 ethyle et des bromo-2 F-alkyl-2 ethanol Journal of Fluorine Chemistry. ,vol. 46, pp. 307- 315 ,(1990) , 10.1016/S0022-1139(00)80998-7
Hasan Karaman, Richard J. Barton, Beverly E. Robertson, Donald G. Lee, Preparation and properties of quaternary ammonium and phosphonium permanganates Journal of Organic Chemistry. ,vol. 49, pp. 4509- 4516 ,(1984) , 10.1021/JO00197A037
Donnie J. Sam, Howard E. Simmons, Crown polyether chemistry. Potassium permanganate oxidations in benzene Journal of the American Chemical Society. ,vol. 94, pp. 4024- 4025 ,(1972) , 10.1021/JA00766A069
Jay E. Taylor, David Williams, Kenneth Edwards, Donald Otonnaa, David Samanich, Permanganate peroxidation of cyclohexene. I: The unusual effect of turbulent stirring and dilution upon glycol yields Canadian Journal of Chemistry. ,vol. 62, pp. 11- 15 ,(1984) , 10.1139/V84-003
E. T. McBee, Theodore M. Burton, The Preparation and Properties of 3,3,3-Trifluoro-1,2-epoxypropane1 Journal of the American Chemical Society. ,vol. 74, pp. 3022- 3023 ,(1952) , 10.1021/JA01132A020