Methyl acetoacetate → Methyl 7-[3-(4-fluorophenyl)-2-bicyclo[3.2.1]oct-2-enyl]-5-hydroxy-3-oxohept-6-enoate

Reaction equation

[C:1]([CH2:2][C:3](=[O:4])[CH3:5])(=[O:6])[O:7][CH3:8].[CH2:33]1[O:34][CH2:35][CH2:36][CH2:37]1.[CH2:9]([Li:10])[CH2:11][CH2:12][CH3:13].[F:14][c:15]1[cH:16][cH:17][c:18]([C:21]2=[C:22]([CH:29]=[CH:30][CH:31]=[O:32])[CH:23]3[CH2:24][CH2:25][CH:26]([CH2:27]2)[CH2:28]3)[cH:19][cH:20]1>>[C:1]([CH2:2][C:3](=[O:4])[CH2:5][CH:31]([CH:30]=[CH:29][C:22]1=[C:21]([c:18]2[cH:17][cH:16][c:15]([F:14])[cH:20][cH:19]2)[CH2:27][CH:26]2[CH2:25][CH2:24][CH:23]1[CH2:28]2)[OH:32])(=[O:6])[O:7][CH3:8]