二环[3.3.1]壬烷-2,6-二酮合成路线 (共 25 条)
反应条件
1.1: CeCl3 / tetrahydrofuran; cyclohexane; diethyl ether / 1 h / -78 °C 1.2: tetrahydrofuran; cyclohexane; diethyl ether / 6 h / -78 °C 2.1: 259 mg / POCl3 / 12 h / Heating View Scheme
参考文献
Trinks, Rainer; Muellen, Klaus
Chemische Berichte, 1987 , vol. 120, p. 1481 - 1490
反应条件
sulfuric acid; acetic acid 1a) THF, toluene, -78 to 20-25 deg C, 0.5 h, 2) 20-25 deg C, 12 h, 2) 20 to 25 deg C, 2 h; Yield given. Multistep reaction. Yields of byproduct given;
参考文献
Quast, Helmut; Knoll, Katja; Peters, Eva-Maria; Peters, Karl; Schnering, Hans Georg von
Liebigs Annalen der Chemie, 1993 , # 7 p. 777 - 784
反应条件
in dimethyl sulfoxide T=120°C; 0.25 h;
参考文献
Dovgan', N. L.; Likhotvorik, I. R.; Davidenko, N. P.; Yurchenko, A. G.
Journal of Organic Chemistry USSR (English Translation), 1982 , vol. 18, p. 1551 - 1552
Zhurnal Organicheskoi Khimii, 1982 , vol. 18, # 8 p. 1774 - 1775
反应条件
(i) Et2O, benzene, (ii) aq. H2SO4; Multistep reaction;
参考文献
Landa,S.; Kiefmann,J.
Collection of Czechoslovak Chemical Communications, 1970 , vol. 35, p. 1005 - 1009
参考文献
Bishop, Roger; Parker, William; Stevenson, James Ronald
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1981 , p. 565 - 573
反应条件
N,N,N',N,-tetramethylethylenediamine; methyllithium; lithium diisopropyl amide 2.) diethyl ether; Yield given. Multistep reaction;
参考文献
Woolcock, John; Niederhut, Monica; Craven
Australian Journal of Chemistry, 1996 , vol. 49, # 9 p. 977 - 980
反应条件
sodium tetrahydroborate in ethanol
参考文献
Hanack,M. et al.
Justus Liebigs Annalen der Chemie, 1967 , vol. 703, p. 44 - 65
反应条件
sodium amalgam; water T=20 - 25°C;
参考文献
Meerwein
Journal fuer Praktische Chemie (Leipzig), 1922 , vol. <2> 104, p. 182
反应条件
horse liver alcohol dehydrogenase; nicotinamide adenine dinucleotide in phosphate buffer; ethanol T=30°C; Reduction; enzymatic resolution; pH=7.5; 24 h; Enzymatic reaction; Product distribution;
参考文献
Butkus, Eugenius; Berg, Ulf; Malinauskiene.t, Jule; Sandstroem
Journal of Organic Chemistry, 2000 , vol. 65, # 5 p. 1353 - 1358
反应条件
sodium tetrahydroborate 1) 20 deg C, 2) reflux 2 h; Yield given. Title compound not separated from byproducts;
参考文献
Kadzyauskas, P. P.; Malinauskene, Yu. A.; Butkus, E. P.; Zefirov, N. S.
Chemistry of Heterocyclic Compounds (New York, NY, United States), 1980 , vol. 16, # 7 p. 727 - 729
Khimiya Geterotsiklicheskikh Soedinenii, 1980 , # 7 p. 940 - 942