Water → (4R)-1-(tert-Butoxycarbonyl)-4-[(6-methoxy-7-vinylisoquinolin-1-yl)oxy]-proline

Reaction equation

Br[C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][N:8]=[C:9]2[O:12][C@H:13]2[CH2:17][N:16]([C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[C@H:15]([C:25]([OH:27])=[O:26])[CH2:14]2)=[CH:4][C:3]=1[O:28][CH3:29].[CH:30]([B-](F)(F)F)=[CH2:31].[K+].CCOC(C)=O.O>CCO.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.Cl[Pd]Cl.[Fe+2].C(Cl)Cl>[C:21]([O:20][C:18]([N:16]1[CH2:17][C@H:13]([O:12][C:9]2[C:10]3[C:5](=[CH:4][C:3]([O:28][CH3:29])=[C:2]([CH:30]=[CH2:31])[CH:11]=3)[CH:6]=[CH:7][N:8]=2)[CH2:14][C@H:15]1[C:25]([OH:27])=[O:26])=[O:19])([CH3:22])([CH3:24])[CH3:23]