Tetrabutylammonium Periodate → (4r)-4-Benzyl-3-[(2s,3s,4r)-2-methyl-3-hydroxy-4-p-methoxybenzyloxyhex-5-enoyl]-2-oxazolidinone

Participants

Reaction Conditions

Reaction Steps

2.41 g (4.0 mmol, 1.0 eq) of a 7/3 mixture of (4R)-4-benzyl-3-[(2S,3S,4R)-2-methyl-3-hydroxy-4-p-methoxybenzyloxy-6-phenylselenylhexanoyl]-2-oxazolidinone and (4R)-4-benzyl-3-[(2R,3R,4R)-2-methyl-3-hydroxy-4p-methoxybenzyloxy-6-phenylselenylhexanoyl]-2-oxazolidinone are dissolved in 25 mL of chloroform in the presence of 2.45 g (5.6 mmol, 1.4 eq) of tetrabutylammonium periodate. The reaction is stirred at 65° C. for three hours. The chloroform is evaporated off and the residue is then chromatographed on silica gel: eluent (7/3 Cy/EtOAc).

Provenance & Evidence