[I-].[I:2][CH2:3][P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.C[Si]([N-][Si](C)(C)C)(C)C.[Na+].[CH2:33]([C:35]([CH3:40])([CH2:38][CH3:39])[CH:36]=O)[CH3:34]>O1CCCC1>[CH2:33]([C:35]([CH3:40])([CH2:38][CH3:39])/[CH:36]=[CH:3]\[I:2])[CH3:34]A suspension of (iodomethyl)triphenylphosphonium iodide (0.530 g, 1 mmol) in tetrahydrofuran (3 mL) was treated dropwise at room temperature with sodium bis(trimethylsilyl)amide (1 mL, 1M solution in THF, 1 mmol) for 2-3 minutes. The solution was then cooled to −78° C. and a solution of 2-ethyl-2-methyl-butanal (0.100 g, 0.88 mmol) in tetrahydrofuran was added dropwise. The cooling bath was removed and stirring continued at room temperature for 1 hour. The reaction mixture was diluted with hexane, filtered and evaporated. The crude compound was purified by silica gel chromatography (hexane) and afforded the title compound (0.130 g, 62%).
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