Nitrogen → HCID 57659775, compound

Participants

Reaction Steps

(S)-Methyl 5-(tert-butoxycarbonylamino)-5-cyclopropyl-2-diazo-3-oxopentanoate (30) (2.75 g, 8.84 mmol) was dissolved in CH2Cl2 (45 mL). The solution was evacuated and purged with N2 three times after which Rh2(OAc)4 (195 mg, 0.44 mmol) was added. The resulting green solution was stirred at rt for 1 h and was subsequently concentrated under vacuum. The residue was purified on a silica gel column (eluant hexane/EtOAc, 9/1 to 1/1 to give 1.75 g (70%) of (5S)-1-tert-butyl 2-methyl 5-cyclopropyl-3-oxopyrrolidine-1,2-dicarboxylate (31). Retention time (min)=1.981 method [1], MS (m/z) 306.2 (M+Na)+.

Provenance & Evidence