1221966-75-1Relevant academic research and scientific papers
Iodine(III)-promoted synthesis of oxazolines from N-allylamides
Moon, Nicholas G.,Harned, Andrew M.
, p. 2960 - 2963 (2013/06/27)
PhI(OAc)2 (activated by BF3·OEt2) has been used to promote the oxidative cyclization of N-allylamides to give oxazolines. The reaction products are formed in high yield and, when a branched allylic amine is used, high diastereoselectivity. Initial mechanistic experiments suggest that the final C-O bond is formed from a reactive tight ion pair, rather than a neutral external nucleophile.
Stereoselective intramolecular cyclization of γ-allylbenzamide via π-allylpalladium complex catalyzed by Pd(0)
Pham, Van-Thoai,Joo, Jae-Eun,Lee, Kee-Young,Kim, Tai-Won,Mu, Yu,Ham, Won-Hun
experimental part, p. 2123 - 2131 (2010/04/26)
An efficient procedure for synthesizing oxazines was developed by the palladium(0)-catalyzed intramolecular cyclization of a benzamide through a π-allylpalladium (II) complex. Interestingly, the diastereoselectivity of oxazine ring formation was dominantly controlled by the bulkiness of various protecting groups on the secondary alcohols.
