Water → HCID 58104590, compound

Participants

Reaction Steps

A solution of Dess-Martin periodinane (4.14 mmol, 2.2 eq) in DCM (10 ml) is treated with a solution of (1S,3S,5S)-3-hydroxymethyl-2-azabicyclo[3.3.0]octane-2-carboxylic acid tert-butyl ester (1.85 mmol, 1.0 eq) in DCM (4 mL) and some drops of water. After 5 h ether and aqueous NaOH solution (1.0 M) are added and the layers are separated. The organic layer is washed with aqueous citric acid (10%) and brine, dried over MgSO4 and concentrated in vacuo to give the desired aldehyde which is used without further purification.

Provenance & Evidence