Trifluoromethanesulfonic acid → HCID 54238537, compound

Participants

Reaction Steps

Trifluoromethane sulfonic acid (16 ul) was added in one portion to a solution of 65 mg 8-hydroxy-1-TBSoxybicyclo[7.3.1]trideca-4-ene-2,6-diyne-13-one in 20 mL of CH2Cl2 stirring over 1 g of 2A molecular sieves at 25°. The reaction was stirred for 10min and then poured into 10 %aq NaHCO3 and CH2Cl2. The mixture was extracted and the organic extracts were dried over sodium sulfate. Filtration, concentration, and purification by flash chromotography over silica gel using 1:1 diethyl ether/hexane as eluent provided 26mg of the desired 1,8-dihydroxy-bicyclo[7.3.1]trideca-4-ene-2,6-diyne-13-one:

Provenance & Evidence