反应详情

温度

60 °C

To a 100 mL RBF were added (3-chloro-4-methoxyphenyl)boronic acid (1.89 g, 10.14 mmol), (S)-tert-butyl 2-methyl-5-oxo-2,5-dihydro-1H-pyrrole-1-carboxylate (1 g, 5.07 mmol), hydroxy(cyclooctadiene)rhodiumRhodium(I)dimer (0.116 g, 0.254 mmol), potassium hydrogen fluoride (1.58 g, 20.28 mmol). The mixture was degased and filled back with N2. Dioxane (45 mL) and water (5 mL) were then added. The mixture was degased again and filled with N2. The reaction mixture was heated at 60° C. overnight. It was diluted with EtOAc (200 mL), washed with water, brine. Organic layer was dried over Na2SO4, and concentrated. The residue was purified by silica gel chromatography, eluted with 30% EtOAc/Hexane to give (2S,3S)-tert-butyl 3-(3-chloro-4-methoxyphenyl)-2-methyl-5-oxopyrrolidine-1-carboxylate (intermediate J1, 0.85 g) as white crystalline solid. 1H NMR (500 MHz, CDCl3): δ 7.20 (s, 1H), 7.05 (d, 1H), 6.87 (d, 1H), 4.08 (m, 1H), 3.86 (s, 3H), 2.95 (m, 2H), 2.53 (m, 1H), 1.52 (s, 9H), 1.41 (d, 3H).

1. customThe mixture was degased
2. additionfilled back with N2
3. additionDioxane (45 mL) and water (5 mL) were then added
4. customThe mixture was degased again
5. additionfilled with N2
6. additionIt was diluted with EtOAc (200 mL)
7. washwashed with water, brine
8. dry with materialOrganic layer was dried over Na2SO4
9. concentrationconcentrated
10. customThe residue was purified by silica gel chromatography
11. washeluted with 30% EtOAc/Hexane