ethyl (E)-3-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]prop-2-enoate

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To a methanol (200 mL) solution of ethyl (2E)-3-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]acrylate (15.3 g, 76.7 mmol) was added 10% palladium on carbon (1.5 g). The reaction mixture was stirred under an atmosphere of hydrogen overnight. The catalyst was removed by filtration, and the solvent was removed in vacuo. Chromatography over silica afforded the title compound. 1H NMR (400 MHz, CDCl3): δ 4.05-4.15 (m, 2H), 4.02-4.04 (m, 2H), 3.52-3.55 (m, 1H), 2.30-2.47 (m, 2H), 1.83-1.90 (m, 2H), 1.33 (s, 3H), 1.26 (s, 3H), 1.21 (t, J=6.8 Hz, 3H). The catalyst was removed by filtration the solvent was removed in vacuo