1073282-90-2Relevant academic research and scientific papers
Highly stereoselective metal-free oxyaminations using chiral hypervalent iodine reagents
Farid, Umar,Wirth, Thomas
scheme or table, p. 3462 - 3465 (2012/06/01)
The ring and I: Hypervalent iodine compounds avoid the issues of toxicity or complicated ligands of many transition-metal-based systems. A highly enantioselective oxyamination of alkenes with N-sulfonyl ureas employing chiral, lactic acid-based hypervalent iodine reagents gives a facile synthesis of enantiomerically pure 2-arylproline derivatives (see scheme) for the first time. Copyright
Intramolecular diamination and alkoxyamination of alkenes with N-sulfonyl ureas employing N-iodosuccinimide
Li, Hao,Widenhoefer, Ross A.
experimental part, p. 4827 - 4831 (2010/08/20)
Reaction of N-δ-alkenyl-N′-sulfonyl urea 1 with N-iodosuccinimde (NIS; 2 equiv) and a catalytic amount of AgOTf (20 mol %) at room temperature led to intramolecular alkoxyamination to form bicyclic isourea 2a in 95% isolated yield. In comparison, reaction
Platinum-catalysed aerobic 1,2-aminooxygenation of alkenes
Muniz, Kilian,Iglesias, Alvaro,Fang, Yewen
supporting information; scheme or table, p. 5591 - 5593 (2010/01/31)
Platinum(ii) salts in combination with copper salts and molecular oxygen catalyse an unprecedented intramolecular transfer of heteroatoms to alkenes to yield aminooxygenation products under sustainable conditions.
Metal-free oxidative cyclization of urea-tethered alkenes with hypervalent iodine
Cochran, Brian M.,Michael, Forrest E.
supporting information; experimental part, p. 5039 - 5042 (2009/05/31)
(Chemical Equation Presented) A metal-free oxidative cyclization of ureas onto unactivated alkenes using iodosylbenzene and an acid promoter is described. The products isolated are predominantly bicyclic isoureas resulting from an intramolecular oxyamination reaction. The acid type and urea substitution have a strong effect on the product formed. A variety of substrates form the isourea with high diastereoselectivity via syn addition including di- and trisubstituted alkenes. Hydrolysis of the isourea gives access to new diastereomerically pure prolinol derivatives.
