Catalytic C−H Amination for the Preparation of Substituted 1,2-Diamines
摘要:
Rhodium-catalyzed C-H insertion of hydroxylamine-derived sufamate esters makes possible the synthesis of unique oxathiadiazinane heterocycles, which upon mild reduction furnish differentially substituted 1,2-diamine products. This highly chemo- and diastereoselective transformation underscores the power of catalytic C-H functionalization as a general approach to C-N bond construction.
Catalytic C−H Amination for the Preparation of Substituted 1,2-Diamines
摘要:
Rhodium-catalyzed C-H insertion of hydroxylamine-derived sufamate esters makes possible the synthesis of unique oxathiadiazinane heterocycles, which upon mild reduction furnish differentially substituted 1,2-diamine products. This highly chemo- and diastereoselective transformation underscores the power of catalytic C-H functionalization as a general approach to C-N bond construction.
Synthesis of Differentially Substituted 1,2-Diamines through Advances in C–H Amination Technology
作者:David E. Olson、D. Allen Roberts、J. Du Bois
DOI:10.1021/ol302895f
日期:2012.12.21
A general, high yielding method for the synthesis of 1,2-diamine derivatives is described that capitalizes on selective, rhodium-catalyzed C–H insertion of hydroxylamine-based sulfamateesters. The resulting Troc-protected oxathiadiazinane heterocycles are easily modified and can be reduced under the mild action of NaI to afford differentially substituted diamine products. This technology offers a