864722-48-5Relevant academic research and scientific papers
Stereoselective isoxazolidine synthesis via copper-catalyzed alkene aminooxygenation
Karyakarte, Shuklendu D.,Smith, Thomas P.,Chemler, Sherry R.
, p. 7755 - 7760 (2012/10/29)
Isoxazolidines are useful in organic synthesis, drug discovery, and chemical biology endeavors. A new stereoselective synthesis of methyleneoxy-substituted isoxazolidines is disclosed. The method involves copper-catalyzed aminooxygenation/cyclization of N
Influence of hydroxylamine conformation on stereocontrol in Pd-catalyzed isoxazolidine-forming reactions
Lernen, Georgia S.,Giampietro, Natalie C.,Hay, Michael B.,Wolfe, John P.
supporting information; experimental part, p. 2533 - 2540 (2009/08/07)
Palladium-catalyzed carboamination reactions between N-Boc-O-(but-3-enyl) hydroxylamine derivatives and aryl or alkenyl bromides afford cis-3,5- and trans-4,5-disubstituted isoxazolidines in good yield with up to >20:1 dr. The diastereoselectivity observe
Stereoselective cyclization reactions of IBX-generated alkoxyamidyl radicals
Janza, Birgit,Studer, Armido
, p. 6991 - 6994 (2007/10/03)
In this paper, a method for the generation of alkoxyamidyl radicals is presented. These N-centered radicals can efficiently be formed starting from the corresponding acylated alkoxyamines using IBX as an oxidant. Stereoselective 5-exo and 6-exo reactions with these N-heteroatom-centered radicals leading to isoxazolidines and [1,2]oxazinanes are discussed. The N-O bond in the heterocycles can readily be cleaved with SmI2 to provide N-acylated 1,3-amino alcohols.
