3-Boc-2,2-dimethyloxazolidine-4-carboxaldehyde, (S)-(-)- → (R)-4-[2-(2-Ethoxycarbonylphenyl)-vinyl]-2,2-dimethyl-oxazolidine-3-carboxylic Acid Tert-butyl Ester

참여 물질

반응 단계

To a suspension of (2-ethoxycarbonylbenzyl)-triphenylphosphonium bromide (9.0 g, 17.77 mmol) in toluene (100 mL) is added potassium bis(trimethylsilyl)amide (0.5M in toluene, 40 mL) followed by the addition of (S)-4-formyl-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester (3.4 g, 14.83 mmol) and the mixture is refluxed for 1 h. After cooling to RT, ice/water is added and the solution extracted with EtOAc. The organic layer is washed with brine, dried over MgSO4, filtered and concentrated. The crude material is purified by column chromatography to afford the title compound as a yellow oil: (M+1)+=376.

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