Phenylsilane → (S)-4-(2-hydroxy-2-methylpropyl)-4-phenyl-1-((S)-1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethyl)-1,3-diazepan-2-one

Beteiligte Stoffe

Reaktionsschritte

To a solution of (S)-4-(2-methylallyl)-4-phenyl-1-((S)-1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethyl)-1,3-diazepan-2-one (260 mg, 0.55 mmol) in 2:1 i-propanol/CH2Cl2 (10 mL) was added cobalt catalyst A (7 mg, 2% mol) and phenylsilane (1 mL, excess). The mixture was stirred vigorously in open air for 1 h. LC-MS found the reaction completed. The mixture was quenched with 1% aq HCl, concentrated and purified by chromatography on a 12 g-silica gel cartridge, eluted with a 50˜100% EtOAc in hexanes gradient, to afford (S)-4-(2-hydroxy-2-methylpropyl)-4-phenyl-1-((S)-1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethyl)-1,3-diazepan-2-one (163 mg, 60%). LC-MS Method 1 tR==2.13 min., m/z 492(M+1).

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