Water → HCID 66936679, compound

Participants

Reaction Steps

To a solution of 5-(1,4-dioxa-dispiro[4.1.4.3]tetradec-9-yl)-2-methyl-pentan-2-ol (18) (420 mg, 1.42 mmol) in acetone (9 mL) was added H2O (catalytic amount) and p-toluenesulfonic acid (catalytic amount). The reaction mixture was stirred at room temperature overnight and then dried over anhydrous MgSO4. The solution was filtered through silica and the filtrate concentrated under reduced pressure. The resulting residue was purified over silica (isooctane/EtOAc, 7:3) to afford 312 mg (86% yield) of the desired ketone isomer as a colorless oil which was characterized as follows:

Provenance & Evidence