Water → (9-Hydroxy-3,3-dimethyl-1,5-dioxa-spiro[5.5]undec-9-yl)-acetaldehyde

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Reaction Steps

Water (7 mL) and NalO4 (5.41 g) are added to a solution of 3-(9-hydroxy-3,3-dimethyl-1,5-dioxa-spiro[5.5]undec-9-yl)-propane-1,2-diol (4.63 g) in dichloromethane (70 mL) chilled in an ice bath. The cooling bath is removed and the resulting mixture is vigorously stirred at room temperature overnight. The mixture is then filtered and the filtrate is dried (Na2SO4) and concentrated to give the crude title compound that is directly subjected to the next reaction step. Yield: 4.28 g (crude); Mass spectrum (ESI+): m/z=243 [M+H]+.

Provenance & Evidence