1256930-07-0Relevant academic research and scientific papers
Reversible aryl migrations in metallated ureas: Controlled inversion of configuration at a quaternary carbon atom
Tetlow, Daniel J.,Vincent, Mark A.,Hillier, Ian H.,Clayden, Jonathan
supporting information, p. 1548 - 1550 (2013/03/13)
Deprotonation with strong bases of N-vinyl ureas carrying an N′-aryl substituent leads to migration of the N′-aryl group from N to C via an allyllithium; with weaker bases and electron-deficient aryl rings the direction of the migration reverses, and aryl
Geometry-selective synthesis of e or Z N -vinyl ureas (N -carbamoyl enamines)
Lefranc, Julien,Tetlow, Daniel J.,Donnard, Morgan,Minassi, Alberto,Galvez, Erik,Clayden, Jonathan
supporting information; experimental part, p. 296 - 299 (2011/03/22)
N-Vinyl ureas are emerging as a valuable class of compounds with both nucleophilic and electrophilic reactivity. They may be made by capturing the enamine tautomer of an imine with an isocyanate, a reaction which in general leads to the E isomer of the vi
Sequential double α-arylation of N -allylureas by asymmetric deprotonation and N→C aryl migration
Tetlow, Daniel J.,Hennecke, Ulrich,Raftery, James,Waring, Michael J.,Clarke, David S.,Clayden, Jonathan
supporting information; experimental part, p. 5442 - 5445 (2011/02/22)
On lithiation with lithium amides, N-allyl-N'-aryl ureas undergo rearrangement with transfer of the aryl ring from N to the allylic α carbon. From the α-arylated products, a further aryl transfer under the influence of a chiral lithium amide allows the en
