1073283-05-2Relevant academic research and scientific papers
Metal-free oxidative cyclization of urea-tethered alkenes with hypervalent iodine
Cochran, Brian M.,Michael, Forrest E.
supporting information; body text, 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.
