[S:1]1[CH:5]=[CH:4][C:3]([C:6]2[CH2:11][CH2:10][CH2:9][CH2:8][CH:7]=2)=[CH:2]1.[C:12]1([OH:18])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.B(F)(F)F.C(Cl)Cl>CCOC(C)=O>[OH:18][C:12]1[CH:17]=[CH:16][C:15]([SH:1]2[CH:5]=[CH:4][C:3]([CH:6]3[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]3)=[CH:2]2)=[CH:14][CH:13]=1Thiophene-3-yl cyclohexene (72.3 mg, 0.44 mmol), and phenol (82.8 mg, 0.88 mmol) was mixed and gently heated until uniform and BF3*H3PO4 (4 uL, 0.044 mmol) was added. The mixture was heated at 70° C. overnight and the dark residue was diluted with EtOAc, washed with sat. NaHCO3, dried and concentrated. Column chromatography (silica, 0-20% EtOAc) gave a mixture of isomers and the desired product could be isolated by preparative TLC (DCM eluent). Yield: 3.7 mg, off-white/pale yellow solid. GC-MS: M+=258.
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