Iodine(III)-promoted synthesis of oxazolines from N-allylamides
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.
Moon, Nicholas G.,Harned, Andrew M.
p. 2960 - 2963
(2013/06/27)
Direct, enantioselective iridium-catalyzed allylic amination of racemic allylic alcohols
The direct route: Iridium-catalyzed direct conversion of branched allylic alcohols into enantioenriched branched primary allylic amines is highly regio- and enantioselective (see scheme; coe=cyclooctene). Copyright
Lafrance, Marc,Roggen, Markus,Carreira, Erick M.
supporting information; experimental part
p. 3470 - 3473
(2012/06/01)
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