Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) → (S)-6-Hydroxy-2,6-dimethyl-heptanal

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Reaction Steps

Pyridinium dichromate (1.5 g, 3.75 mmol) was added to a stirred solution of diol 8 (110 mg, 0.69 mmol) and pyridinium p-toluenesulfonate (33 mg, 0.11 mmol) in CH2Cl2 (5 mL). The resulting suspension was stirred for 4 hours at room temperature under argon. The reaction was then filtered through Celite and solvent was evaporated under reduced pressure. The residue was chromatographed on silica gel using hexane/EtOAc (9:1) as an eluent to give an oily aldehyde 9 (65 mg, 60%).

Provenance & Evidence