Reaction SMILES: C1C=C2C=CC(O)=C(C3C4C(=CC=CC=4)C=CC=3O)C2=CC=1.[CH:23]1([C:26]2[C:35](/[CH:36]=[CH:37]/[CH:38]=[O:39])=[C:34]([C:40]3[CH:45]=[CH:44][C:43]([F:46])=[CH:42][CH:41]=3)[C:33]3[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=3)[N:27]=2)[CH2:25][CH2:24]1.[CH2:47]([O:49][C:50]([O:59][Si](C)(C)C)=[CH:51][C:52]([O:54][Si](C)(C)C)=[CH2:53])[CH3:48].FC(F)(F)C(O)=O.P(=O)(O)(O)O>CC(C)[O-].[Ti+4].CC(C)[O-].CC(C)[O-].CC(C)[O-].CCCCCC.CCOC(C)=O.O1CCCC1>[CH2:47]([O:49][C:50](=[O:59])[CH2:51][C:52](=[O:54])[CH2:53][C@H:38]([OH:39])/[CH:37]=[CH:36]/[C:35]1[C:26]([CH:23]2[CH2:25][CH2:24]2)=[N:27][C:28]2[C:33]([C:34]=1[C:40]1[CH:41]=[CH:42][C:43]([F:46])=[CH:44][CH:45]=1)=[CH:32][CH:31]=[CH:30][CH:29]=2)[CH3:48]
Reactant: C=C(C=C(OCC)O[Si](C)(C)C)O[Si](C)(C)C
Reactant: O=C/C=C/c1c(C2CC2)nc2ccccc2c1-c1ccc(F)cc1
Agent: [Ti+4]
Agent: CC(C)[O-]
Agent: O=P(O)(O)O
Solvent: C1CCOC1
Solvent: CCCCCC
Solvent: O=C(O)C(F)(F)F
Product: CCOC(=O)CC(=O)C[C@H](O)/C=C/c1c(C2CC2)nc2ccccc2c1-c1ccc(F)cc1
Temperature: 20 °C
Reaction time: 0.25 h

Procedure:
Under nitrogen a dry 1,000 mL flask is charged with 1.44 g of (S)-BINOL, 14.8 g of molecular sieves 4A powder (previously stored for at least 24 hours in an ordinary convection oven at 110° C.), and 210 mL of anhydrous tetrahydrofuran. The mixture is stirred at 20±2° C. for about 15 minutes, then 1.49 mL of titanium (IV) isopropoxide is added dropwise and the dark red mixture is warmed to 50±1° C. and stirred for 30 minutes, then cooled back to 20±2° C. 32.0 g of (2E)-3-{2-cyclopropyl-4-(4-fluorophenyl)-quinolin-3-yl}-2-propenal is added as a solid and the mixture stirred for 10 minutes. Five portions of 64.6 g (about 71 mL) of the compound of Example 2, 1-ethoxy-1,3-bis-trimethylsilanyloxy-buta-1,3-diene are then added, adding each portion over about 5 minutes (mildly exothermic) and waiting 30 minutes before adding the next portion. The internal temperature is maintained at 20±2° C. Disappearance of aldehyde is monitored by TLC (2:1 (v/v) hexane/EtOAc, Rf aldehyde=0.65). When the reaction is complete, the mixture is cooled with an ice bath and 40 mL of 20% (v/v) aqueous trifluoroacetic acid is added. The mixture is warmed to room temperature. After 30 minutes, the desilylation is judged complete by TLC (disappearance of silyloxy aldol adduct Rf=0.75, appearance of de-silylated product Rf=0.22). The mixture is cooled with an ice bath and 80 g of 25% (V/v) aqueous phosphoric acid is added (exothermic) while maintaining the internal temperature below 25° C. The mixture is stirred for 3 hours, then the layers are separated. The aqueous layer is extracted with 210 mL of t-butyl methyl ether and the organic layers are combined and washed with 4×150 mL of 10% aqueous sodium chloride. Solvents are removed by rotoevaporation and the resulting oil is dissolved in 150 mL of n-butanol and evaporated under reduced pressure. This process is repeated with an additional 150 mL of n-butanol to form (E)-(5S)-7-[2-cyclopropyl-4-(4-fluoro-phenyl)-quinolin-3-yl]-5-hydroxy-3-oxo-hept-6-enoic acid ethyl ester in 99.3% optical purity (HPLC: Chiralpak AD; eluent, hexane/1-PrOH—94/6; flow rate 1 mL/min.; UV@254 nM). The product may be used in the next step without further purification.