Multi-step reaction with 8 steps
1.1: sec.-butyllithium / tetrahydrofuran; cyclohexane / -78 °C / Inert atmosphere
1.2: 1 h / -78 °C / Inert atmosphere
1.3: 1 h / -78 °C / Inert atmosphere
2.1: column—OJ 250 mm×50 mm, 10 um / isopropyl alcohol / 38 °C / Resolution of racemate
3.1: Helmchen dibenzo[a,e]cyclooctatetraene (dbcot) iridium phosphoramidite catalyst complex / dichloromethane / 48 h / 33 °C
4.1: 1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene[2-(i-propoxy)-5-(N,N-dimethylaminosulfonyl)phenyl]methyleneruthenium(II) dichloride / toluene / 2 h / 60 °C / Inert atmosphere
5.1: Wilkinson's catalyst; hydrogen / ethanol / 2068.65 Torr
6.1: potassium acetate; 1,1'-bis(di-tert-butylphosphino)ferrocene palladium dichloride / N,N-dimethyl acetamide / 20 h / 80 °C / Glovebox
7.1: chloro(2-dicyclohexylphosphino-2’,4’,6’-triisopropyl-1,1‘-biphenyl)[2-(2’-amino-1,1‘-biphenyl’)]palladium(II); potassium phosphate / 1,4-dioxane; water / 3 h / 110 °C / Inert atmosphere
8.1: trifluoroacetic acid / dichloromethane / 0.17 h / 20 °C
With
potassium phosphate; Wilkinson's catalyst; 1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene[2-(i-propoxy)-5-(N,N-dimethylaminosulfonyl)phenyl]methyleneruthenium(II) dichloride; 1,1'-bis(di-tert-butylphosphino)ferrocene palladium dichloride; chloro(2-dicyclohexylphosphino-2’,4’,6’-triisopropyl-1,1‘-biphenyl)[2-(2’-amino-1,1‘-biphenyl’)]palladium(II); hydrogen; sec.-butyllithium; potassium acetate; trifluoroacetic acid;
In
tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; N,N-dimethyl acetamide; cyclohexane; water; isopropyl alcohol; toluene;