HCID 86649303, Verbindung → HCID 68731783, Verbindung
Reaktionsgleichung
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C@@H:8]([NH:10][CH2:11][CH2:12][C:13](=[N:21][S@@:22]([C:24]([CH3:27])([CH3:26])[CH3:25])=[O:23])[C:14]2[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=2)[CH3:9])=[CH:4][CH:3]=1.[CH2:28]([Mg]Br)[CH:29]=[CH2:30]>C1COCC1>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C@@H:8]([NH:10][CH2:11][CH2:12][C@@:13]([NH:21][S@@:22]([C:24]([CH3:26])([CH3:25])[CH3:27])=[O:23])([C:14]2[CH:15]=[CH:16][C:17]([F:20])=[CH:18][CH:19]=2)[CH2:30][CH:29]=[CH2:28])[CH3:9])=[CH:4][CH:3]=1Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
To a solution of (R)—N-(3-((1S)-1-(4-bromophenyl)ethylamino)-1-(4-fluorophenyl) propylidene)-2-methylpropane-2-sulfinamide (13.3 g, 29.3 mmol) in THF (300 mL) was added 1M allylmagnesium bromide (88 mL, 0.088 mol) under nitrogen at −78° C. The mixture was stirred for 2 h. The reaction was quenched with satd aq NH4Cl. The organic phase was separated and concentrated to give crude (R)—N—((R)-1-((S)-1-(4-bromophenyl)ethylamino)-3-(4-fluorophenyl)hex-5-en-3-yl)-2-methylpropane-2-sulfinamide (14 g, 100%), which was used for the next step without further purification.