(7E,9E)-beta-离子亚基乙醛合成路线 (共 19 条)
反应条件
1: 20 °C 2: DIBAL-H View Scheme
参考文献
Cahard, Dominique; Duhamel, Lucette; Lecomte, Sandrine; Poirier, Jean-Marie
Synlett, 1998 , # 12 p. 1399 - 1401
反应条件
piperidine; ethanol; acetic acid T=15 - 20°C;
参考文献
Arens; van Dorp
Recueil des Travaux Chimiques des Pays-Bas, 1948 , vol. 67, p. 973,976
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Kuhn; Morris
Chemische Berichte, 1937 , vol. 70, p. 853,857
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Karrer; Rueegger
Helvetica Chimica Acta, 1940 , vol. 23, p. 284
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Heilbron; Weedon
Bulletin de la Societe Chimique de France, 1958 , p. 83,87, 90
反应条件
hydrogenchloride; potassium tert-butylate 1a) -70 deg C, THF, 90 min, 1b) -70 deg C to 0 deg C, THF, ca. 2 h, 2) -50 deg C; Yield given. Multistep reaction;
参考文献
Duhamel, Lucette; Guillemont, Jerome; Gallic, Yann Le; Ple, Gerard; Poirier, Jean-Marie; et al.
Tetrahedron Letters, 1990 , vol. 31, # 22 p. 3129 - 3132
反应条件
hydrogenchloride 1.) ether, -30 deg C, 70 min., 2.) -60 deg C, 10 deg C, 1h.; Yield given. Multistep reaction. Yields of byproduct given;
参考文献
Duhamel, L.; Duhamel, P.; Lecouve, J.P.
Tetrahedron, 1987 , vol. 43, # 19 p. 4339 - 4348
参考文献
BASF
Patent: DE950552 , 1954 ;
参考文献
Hoffmann-La Roche
Patent: US2879304 , 1956 ;
反应条件
1: 85 percent / LDA / tetrahydrofuran / -78 °C
2: 79 percent / Pd(PPH3)4; CuI; i-PrNH2 / 20 °C
View Scheme
参考文献
McLean, Neville J.; Gansmuller, Axel; Concistre, Maria; Brown, Lynda J.; Levitt, Malcom H.; Brown, Richard C.D.
Tetrahedron, 2011 , vol. 67, # 43 p. 8404 - 8410
反应条件
1: 1.) LDA / 1.) THF, hexane, 15 min, 2.) THF, hexane, RT, overnight
2: 63 percent / aq. KOH / ethanol / 0.5 h / Heating
View Scheme
参考文献
Dawson, Marcia I.; Hobbs, Peter D.; Derdzinski, Krzysztof; Chan, Rebecca L.-S.; Gruber, John; et al.
Journal of Medicinal Chemistry, 1984 , vol. 27, # 11 p. 1516 - 1531
反应条件
lithium diisopropyl amide
1.) THF, hexane, 15 min, 2.) THF, hexane, RT, overnight; Yield given. Multistep reaction;
参考文献
Dawson, Marcia I.; Hobbs, Peter D.; Derdzinski, Krzysztof; Chan, Rebecca L.-S.; Gruber, John; et al.
Journal of Medicinal Chemistry, 1984 , vol. 27, # 11 p. 1516 - 1531