Triethylsilane → HCID 71014402, compound

Participants

Reaction Conditions

Reaction Steps

The conditions in Sakai, N., et al. Synthesis, 2008 3533-3536 was used for this step. To a stirred mixture of (1R,5S)-1-((benzyloxy)methyl)-3-oxa-bicyclo[3.1.0]hexan-2-one (3b, 50 mmol) and InBr3 (1.0 mmol) in chloroform (200 mL) was added triethylsilane (200 mmol). The mixture was then heated and stirred at 65° C. for 16 h, then cooled to room temperature. The reaction was concentrated. The residue was purified by column (0-10 ethyl acetate in hexane) to give a colorless liquid as pure (1S,5S)-1-((benzyloxy)methyl)-3-oxa-bicyclo[3.1.0]hexane (3c). MS (ESI) m/z=205 (M+1).

Provenance & Evidence