Reaktion #78831

Reaktionsgleichung

hydrogen peroxide

Co

salen

tricyclo[4,2,1,03,9]nonane-2-one

→

2-oxatricyclo[5.2.1.04,10]decane-3-one

Lösungsmittel

ethanol

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeAfter the completion of the reaction
2. 2
   Einengenthe mixed liquid was concentrated
3. 3
   Sonstigethe residue was chromatographed in a silica gel column with hexane/ethyl acetate (=8/2) as a developing solvent

Vorschrift

Into 0.5 ml of ethanol was dissolved tricyclo[4,2,1,03,9]nonane-2-one (13.6 mg, 0.1 mmol). Into this ethanol solution was added the Co (III) (salen) complex (3.7 mg, 5 μmol) having the above formula (XI). Into this solution was added 30% hydrogen peroxide aqueous solution (15 μI, hydrogen peroxide content 0.13 mmol), which was stirred at room temperature for 24 hours. After the completion of the reaction, the mixed liquid was concentrated, and the residue was chromatographed in a silica gel column with hexane/ethyl acetate (=8/2) as a developing solvent, thereby obtaining 2-oxatricyclo[5.2.1.04,10]decane-3-one (4.7 mg, yield 31%) having the above formula (VIII). The enantiomer excess percentage of the product was determined as follows.

Quelle