HCID 563558, Verbindung → HCID 13564632, Verbindung
Reaktionsgleichung
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:14][CH2:15][C:16](=[O:18])[CH3:17])[CH:6]=[CH:7][C:8]=1[O:9][Si](C)(C)C.C(NC(C)C)(C)C.[Li].[CH2:27]([O:34][C:35]1[CH:40]=[CH:39][C:38]([CH2:41][CH2:42][CH:43]=[O:44])=[CH:37][CH:36]=1)[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1>>[CH2:27]([O:34][C:35]1[CH:36]=[CH:37][C:38]([CH2:41][CH2:42][CH:43]([OH:44])[CH2:17][C:16](=[O:18])[CH2:15][CH2:14][C:5]2[CH:6]=[CH:7][C:8]([OH:9])=[C:3]([O:2][CH3:1])[CH:4]=2)=[CH:39][CH:40]=1)[C:28]1[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=1Komponenten
4
Versuchsvorschrift
In a manner similar to Example 3, 2.2 g (10 mmol) of 4-(3-methoxy-4-trimethylsilyloxyphenyl)butan-2-one was treated with 10 mmol of lithium diisopropylamine, followed by 3 g (12 mmol) of 3-(4-benzyloxyphenyl)propan-1-al. Purification of reaction mixture by dry column chromatography (silica gel, hexane: ethyl acetate, 2:1) gave 0.5 g of the desired product as a pale yellow oil. MS(EI):434.