HCID 67270141, compound → HCID 67269606, compound

Participants

Reaction Steps

To a slurry of (Z)-methyl 2-(tert-butoxycarbonyl)-3-(7-fluorobenzo[d][1,3]dioxol-5-yl)acrylate (8000 mg) in 70 mL of methanol was added [(1S,1S,2R,2R′) [Rh (duanphos)cod]BF4 (41.64 mg, 58.94 μmol; Strem). The mixture was purged with hydrogen 5 times and then sealed at 50 psi of H2 and stirred for 8 hours. Concentration and purification of the reaction crude by silica gel chromatography provided (S)-methyl 2-(tert-butoxycarbonyl)-3-(7-fluorobenzo[d][1,3]dioxol-5-yl)propanoate (12.0 g, 99.4%) as a colorless oil.

Provenance & Evidence