2-(1-Hydroxy-2-phenethyl-4-phenyl-butyl)-pyrrolidine-1-carboxylic acid tert-butyl ester → 2-(2-Phenethyl-4-phenyl-butyryl)-pyrrolidine-1-carboxylic acid tert-butyl ester

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Reaction Steps

To a solution of 0.22 g (1.0 mmol) of pyridinium chlorochromate in anhydrous CH2Cl2 (15 mL) was added dropwise a solution of 0.2 g (0.5 mmol) of 10a in anhydrous CH2Cl2 (5 mL), and the mixture was stirred at an ambient temperature for 16 hours. The solution was filtered and the resulting solution was evaporated to a yellow oil which was subject to column chromatography (EtOAc/Hexanes, 1:3) to yield 0.16 g (76.2%) of 11a as a clear oil. TLC Rf=0.5 (EtOAc/Hexanes, 1:3)

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