[C:1]1([S:7]([C:10]2[CH:15]=[CH:14][C:13]([CH2:16][CH2:17][C@@H:18]([OH:21])[CH2:19][OH:20])=[C:12](Br)[CH:11]=2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[O-]P([O-])([O-])=O.[K+].[K+].[K+].O>C1COCC1.C([O-])(=O)C.[Pd+2].C([O-])(=O)C>[C:1]1([S:7]([C:10]2[CH:15]=[C:14]3[C:13]([CH2:16][CH2:17][C@H:18]([CH2:19][OH:20])[O:21]3)=[CH:12][CH:11]=2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1To a solution of (R)-4-(4-benzenesulfonyl-2-bromo-phenyl)-butane-1,2-diol (1.71 g) in THF (15 mL) were added palladium acetate (30 mg), racemic 2[P(t-Bu)2]-1,1-binaphthyl (53.1 mg) and K3PO4 (1.42 g) under Argon atmosphere. The reaction was heated at reflux for 48 hours; then water was added and the mixture was extracted 3 times with EtOAc. The combined organic extracts were washed with brine, dried over Na2SO4, filtered and concentrated in vacuo. The residue was purified via flash chromatography (hexane/EtOAc, 6/4) to afford ((R)-7-benzenesulfonyl-chroman-2-yl)-methanol (1.20 g).
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