反应条件
1.1: triethylamine; palladium diacetate; lithium chloride; 1,1'-bis-(diphenylphosphino)ferrocene; triethyl borane / hexane; tetrahydrofuran / 8 h / 50 °C / |Inert atmosphere
2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.08 h / 0 °C / |Inert atmosphere
2.2: 1 h / 0 - 20 °C / |Inert atmosphere
3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C / |Inert atmosphere
4.1: dichloromethane / 1 h / 20 °C / |Inert atmosphere
5.1: triethylamine; methanol / dichloromethane / 4 h / 20 °C / |Inert atmosphere
6.1: triethylamine; trifluoroacetic anhydride / dichloromethane / 1.17 h / -78 - 0 °C / |Inert atmosphere
7.1: dichloromethane / 2 h / 20 °C / |Inert atmosphere
8.1: zinc; acetic acid / 2.08 h / 0 - 20 °C / |Inert atmosphere
9.1: acetic acid; sodium cyanoborohydride / ethanol / |Reflux; |Inert atmosphere
10.1: sodium hydrogencarbonate / dichloromethane; water / 20 °C
11.1: (SPY-5-31)-dichloro-(κ2(C,O)-(2-isopropyloxybenzylidene))(1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene)ruthenium / |Reflux; |Inert atmosphere
12.1: tetrakis(triphenylphosphine) palladium(0); silver carbonate / toluene / 4 h / 100 °C / |Inert atmosphere
13.1: methanol; magnesium / benzene / 1 h / 20 °C / |Inert atmosphere
14.1: 4-(N,N-dimethlyamino)pyridine / acetonitrile / 1 h / 20 °C / |Inert atmosphere
15.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C / |Inert atmosphere
16.1: [bis(acetoxy)iodo]benzene / acetic acid / 1 h / 20 °C / |Inert atmosphere
17.1: sodium chlorite; sodium dihydrogen phosphate monohydrate; 2-methyl-but-2-ene / tert-butyl alcohol; tetrahydrofuran; water / 4 h / 20 °C
18.1: diethyl ether; methanol / 0.25 h / 20 °C / |Inert atmosphere
19.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / methanol / 8 h / 20 °C / |Inert atmosphere
20.1: trifluoroacetic acid; dimethylsulfide / dichloromethane / 1 h / 20 °C / |Inert atmosphere
20.2: 0.5 h / 50 °C / |Inert atmosphere
21.1: acetic acid; sodium cyanoborohydride / methanol / 1 h / 20 °C / |Inert atmosphere
View Scheme
参考文献
Umezaki, Satoshi; Yokoshima, Satoshi; Fukuyama, Tohru
Organic Letters, 2013 , vol. 15, # 16 p. 4230 - 4233