Cornforth reagent → HCID 58109176, compound

Participants

Reaction Steps

A mixture of (R)-3-((S)-1-(4-bromophenyl)ethyl)-6-(4-fluorophenyl)-6-(3-hydroxy-propyl)-1,3-oxazinan-2-one (500 mg, 1.15 mmol), PDC (870 mg, 2.30 mmol) and 3 Å molecular sieves (1.3 g) in methylene chloride was stirred at room temperature for 3 hours. The reaction mixture was chromatographed on silica gel directly to give 3-((R)-3-((S)-1-(4-bromophenyl)ethyl)-6-(4-fluorophenyl)-2-oxo-1,3-oxazinan-6-yl)propanal (300 mg, 60%). 1H NMR: (400 MHz, CDCl3): 1.43 (d, 2H), 2.10 (m, 2H), 2.19 (m, 3H), 2.67 (m, 1H), 2.86 (m, 1H), 5.54 (q, 1H), 6.75 (d, 2H), 7.00 (t, 2H), 7.17 (m, 4H), 9.60 (s, 1H).

Provenance & Evidence