On the scope of diastereoselective epoxidation of various chiral auxiliaries derived enones: The conformational analysis of camphor derived N- and O-enones was written by Lee, Wei-Der;Chiu, Ching-Chen;Hsu, Hua-Lin;Chen, Kwunmin. And the article was included in Tetrahedron in 2004.Electric Literature of C13H19NO3S This article mentions the following:
Various camphor derived N- and O-enones were treated with selected oxidants to provide the corresponding epoxides in a wide range of diastereoselectivity. For camphorsultam derived activated alkenes, high to excellent stereoselectivities were obtained when the s-trans enones were treated with methyl(trifluoromethyl)dioxirane. On the other hand, for exo-10,10-diphenyl-2,10-camphanediol and exo-10,10-diphenyl-10-methoxy-2-camphanol derived alkenes, the use of s-cis enones gave the desired epoxide with excellent diastereoselectivity under the same reaction conditions. The stereoselectivity was highly dependent on the geometry of the auxiliaries derived enones and the stereochem. induction is discussed. In the experiment, the researchers used many compounds, for example, 1-((3aS,6R,7aR)-8,8-Dimethyl-2,2-dioxidohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)prop-2-en-1-one (cas: 94594-91-9Electric Literature of C13H19NO3S).
1-((3aS,6R,7aR)-8,8-Dimethyl-2,2-dioxidohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)prop-2-en-1-one (cas: 94594-91-9) belongs to isothiazole derivatives. The chemistry of isothiazoles is being intensively developed, which is evidenced by the wide range of selective transformations involving the isothiazole heterocycle and the high biological activity of its derivatives that can be used as effective new drugs and plant protection chemicals. Various penicillins and cephalosporins having an isothiazole ring system have shown considerable antibacterial efficacy against Gram-positive and Gram-negative bacteria.Electric Literature of C13H19NO3S
Referemce:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com