Expanded substrate scope and catalyst optimization for the catalytic kinetic resolution of N-heterocycles
The scope, reactivity, and selectivity of the chiral hydroxamic acid-catalyzed kinetic resolution of chiral amines are improved by a new catalyst structure and a more environmentally friendly reaction protocol. In addition to increasing selectivity across all substrates, these conditions make possible the resolution of N-heterocycles containing lactams or other basic functional groups that can inhibit the catalyst.
Hsieh, Sheng-Ying,Binanzer, Michael,Kreituss, Imants,Bode, Jeffrey W.
supporting information
p. 8892 - 8894
(2012/11/07)
Catalytic kinetic resolution of cyclic secondary amines
The catalytic resolution of racemic cyclic amines has been achieved by an enantioselective amidation reaction featuring an achiral N-heterocyclic carbene catalyst and a new chiral hydroxamic acid cocatalyst working in concert. The reactions proceed at room temperature, do not generate nonvolatile byproducts, and provide enantioenriched amines by aqueous extraction.
Binanzer, Michael,Hsieh, Sheng-Ying,Bode, Jeffrey W.
p. 19698 - 19701
(2012/01/13)
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