反应详情

9-BBN (3.0 mmol, 6 mL of a 0.5 M solution in hexanes) was added to a stirred solution of ethyl(2S)-2-ethoxy-3-(4-vinylphenyl)propanoate (0.37 g, 1.48 mmol) in dry THF under argon. The reaction mixture was stirred for 22 h under argon. Trimethylamine N-oxide dihydrate (0.60 g, 5.4 mmol) was added and the mixture was heated to reflux overnight and diluted with ether (50 mL). The organic layer was washed with brine (×3), dried (MgSO4), filtered, and evaporated. The crude product was purified by flash chromatography (silica, heptane/ethyl acetate 3:1) to give the title compound as an colorless oil (0.24 g, 62%).

1. temperaturethe mixture was heated
2. temperatureto reflux overnight
3. washThe organic layer was washed with brine (×3)
4. dry with materialdried (MgSO4)
5. filtrationfiltered
6. customevaporated
7. customThe crude product was purified by flash chromatography (silica, heptane/ethyl acetate 3:1)