Chemo-, regio-, and enantioselective synthesis of allylic nitrones <i>via</i> rhodium-catalyzed addition of oximes to allenes
作者:Yu-Hsuan Wang、Bernhard Breit
DOI:10.1039/c9cc03391b
日期:——
first chemo-, regio-, and enantioselective rhodium-catalyzed addition of oximes to allenes is reported. Using a Rh(I)/Josiphos catalyst system under mild conditions, the construction of allylic C–N bonds instead of C–O bonds was achieved. This method permits the atom-economic synthesis of branched allylic nitrones in good to quantitative yields with excellent enantioselectivities.
inhibitor 6‐[[(diphenylmethylene)amino]oxy]hexanoic acid 1, the following systematic structural modifications were performed: (a) formal substitution of the phenyl rings, (b) isosteric replacement of the benzene core by the heteroarenes pyridine and thiophene, (c) formal reduction of the aromatic substructure and subsequent diminution of the cyclohexyl ring, (d) introduction of methylene spacer between