反应详情

Under a nitrogen gas stream, bis(bicyclo[2.2.1]hepta-2,5-diene)rhodium (I) perchlorate (54.5 mg, 0.14 mmol) and 1,2-bis(diphenylphosphino)ethane (67.4 mg, 0.17 mmol) were dissolved in degassed methanol (25 ml) and stirred at room temperature for 10 minutes. To this catalyst solution was added a solution of ethyl 1-benzyl-4-(1-tert-butoxycarbonylaminocyclopropyl)-3-pyrroline-3-carboxylate (1.090 g, 2.820 mmol) in dry and degassed methanol (15 ml). The thus obtained liquid reaction mixture was then stirred under a hydrogen atmosphere (1 kg/cm2) at room temperature for 2.5 hours. After adding active carbon (1 g), the liquid reaction mixture was allowed to stand at room temperature for 30 minutes and then filtered-through celite (washed with methanol). The filtrate was concentrated under reduced pressure and the residue was subjected to flash silica gel column chromatography (eluent:n-hexane:ethyl acetate=5:1) to obtain 1.071 g (97.8%) of the title compound as colorless crystals.

1. customin dry
2. customdegassed methanol (15 ml)
3. customThe thus obtained liquid reaction mixture
4. stirringwas then stirred under a hydrogen atmosphere (1 kg/cm2) at room temperature for 2.5 hours
5. additionAfter adding active carbon (1 g)
6. customthe liquid reaction mixture
7. waitto stand at room temperature for 30 minutes
8. filtrationfiltered-through
9. washcelite (washed with methanol)
10. concentrationThe filtrate was concentrated under reduced pressure