1001022-98-5Relevant articles and documents
Catalytic asymmetric nitro-Mannich reactions with a Yb/K heterobimetallic catalyst
Nitabaru, Tatsuya,Kumagai, Naoya,Shibasaki, Masakatsu
, p. 1280 - 1290 (2010)
A catalytic asymmetric nitro-Mannich (aza-Henry) reaction with rare earth metal/alkali metal heterobimetallic catalysts is described. A Yb/K heterobimetallic catalyst assembled by an amide-based ligand promoted the asymmetric nitro-Mannich reaction to afford enantioenriched anti-β- nitroamines in up to 86% ee. Facile reduction of the nitro functionality allowed for efficient access to optically active 1,2-diamines.
Enantioselective Aza-Henry reaction with an N-sulfinyl urea organocatalyst
Robak, Maryann T.,Trincado, Monica,Ellman, Jonathan A.
, p. 15110 - 15111 (2008/09/18)
A new class of organocatalyst has been developed that incorporates a sulfinyl group as a urea or thiourea substituent. The sulfinyl group serves to simultaneously acidify the urea and provide asymmetric induction in hydrogen-bond-catalyzed reactions. The utility of this new catalyst structure is demonstrated by the high selectivity provided in the aza-Henry reaction not only for aromatic N-Boc imine substrates but also for aliphatic imines for which enantioselective H-bonding catalysis has not previously been demonstrated. Copyright
Chiral Proton Catalysis: A Catalytic Enantioselective Direct Aza-Henry Reaction
Nugent, Benjamin M.,Yoder, Ryan A.,Johnston, Jeffrey N.
, p. 3418 - 3419 (2007/10/03)
Despite Nature's longstanding ability to use a proton, the most prevalent Lewis acid, to both activate and orient a substrate during an enantioselective reaction, this work represents the first example of this phenomenon outside of a protein. A chiral, no
