1301212-79-2Relevant academic research and scientific papers
Synthesis of new cantharimide analogues derived from 3-sulfolene
Tan, Ayse,Koc, Birgul,Sahin, Ertan,Kishali, Nurhan H.,Kara, Yunus
, p. 1079 - 1084 (2011)
New types of norcantharimide analogues were prepared by three methods: epoxidation, photooxidation, and bromination. Epoxidation of deoxynorcantharimide with m-chloroperoxybenzoic acid gave an isomeric mixture. The selective formation of the syn-isomers was attributed to dipole-dipole interactions between the peracid and imide moiety. Photooxidation of deoxynorcanthamide gave syn-and anti-hydroperoxide analogues through ene addition of singlet oxygen; the anti-hydroperoxide was the major product in this case, as a result of the steric effect of the imide ring. Bromination of deoxynorcantharimide and subsequent transformations gave a pyrrolidine and the phthalimide core structure. Georg Thieme Verlag Stuttgart.
