Dichloromethane → HCID 15946646, compound

Participants

Reaction Steps

Compound 3 (3.2 g, 5.2 mmol) was dissolved in HOAc/Ac2O (1:1, 32 mL). Ten drops of 1% H2SO4 in Ac2O was added. After stirring overnight the mixture was poured into a separation funnel containing ice and CH2Cl2. The organic phase was separated, filtered through a plug of silica and concentrated. The residue was purified by column chromatography to give 4 (2.48 g, 4.4 mmol, 84%). 13C-NMR (CDCl3) 170.41, 137.41, 136.95, 128.34-127.75, 77.77, 77.60, 74.01, 73.39, 72.17, 71.89, 69.26, 62.47, 61.82, 61.73, 60.50, 60.37, 27.57 (d, J=141 Hz), 20.59, 16.27, 16.19; 31P-NMR (CDCl3) 27.50; [α]D+37 (c 1.0, CHCl3).

Provenance & Evidence