Oxidation of menthone oxothiolane
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meta-Chloroperoxybenzoic acid (m-ClPBA) was shown to be an oxidant for two stereoisomers of menthone oxothiolane. The effect of steric factors on the ability to oxidize the sulfide group was found. Oxidation of (5S,6S,9R)-6-isopropyl-9-methyl-1-oxo-4-thiaspiro[4.5]-decane to the sulfone was prevented by the steric proximity of an isopropyl group to the S atom in the oxothiolane ring.
Key wordsmenthone oxothiolane stereoisomers sulfoxide oxidation of menthone oxothiolane
The work was supported by the RF President (Program for Support of Leading Scientific Schools, Grant NSh-4028.2008.3).