Bis(1-benzyl-4-aza-1-azonia-bicyclo[2.2.2]octane) persulfate: A mild and efficient oxidant for cleavage of oxime double bonds under anhydrous conditions

Abstract

221-224Bis( 1-benzyl-4-aza-1-azoniabicyclo[2.2.2]octane)persulfate (BAABCPS) 1 readily prepared as orange solid from commercially available 1,4-diazabicyclo[2.2.2]octane (DABCO) and potassium persulfate, converts oximes and a-sulfinyl oximes to the corresponding carbonyl compounds and β<span style="font-size:12.5pt;mso-bidi-font-size:6.5pt;font-family: HiddenHorzOCR;mso-bidi-font-family:HiddenHorzOCR">-keto sulfoxides respectively, the yields and enantiomeric purity are excellent.<span style="font-size:16.0pt; mso-bidi-font-size:10.0pt"> </span