Stereocontrolled Formation of Epoxy Peroxide FunctionalityAppended to a Lactam Ring

Abstract

The action of tert-butyl hydroperoxide and tin(IV) chloride upon allylic alcohols containing a lactam ring leads mainly to epoxy alkyl peroxides with high diastereoselection. Both the stereochemistry and the products formed are in marked contrast to the reactions of the analogous carbocyclic allylic alcohols with tert-butyl hydroperoxide-VO(acac)2.

Chemo‐ and Diastereoselectivities in the Electrochemical Reduction of Maleimides

“…The NMR spectroscopy data for 2 a ,[ 23 ] 2 b ,[ 24 ] and 2 c [ 25 ] are consistent with values reported in the literature.…”

Advances in the synthesis of acyclic peroxides

“…86 Phenols bearing carboxylic acids, alcohols and boc-protected amines at the 4-position were transformed into the corresponding bicyclics in overall yield ranging from 40% to 62% (Table 46) (Table 47). 87 Good yields of epoxy alkyl peroxides were obtained for a variety of Nsubstituents and for both gand d-lactams (entries 1-4). The reaction outcome was dependent on the concentration of tin chloride.…”

Analysis of structurally modified polyacrylamides by on-line thermochemolysis-GC–MS

“…Chemicals used for synthesis of glutarimide related reference compounds came from Sigma-Aldrich (Taufkirchen, Germany). 2,N-dimethylglutarimide was synthesized by an acidic-catalyzed reaction of 2-methylglutarnitrile with dodecanoic diacid and a subsequent N-methylation by methyl iodide [17,18]. N-methylglutarimide was generated by the same methylation reaction with glutarimide.…”