1361143-16-9Relevant articles and documents
Catalytic, Enantioselective α-Alkylation of Azlactones with Nonconjugated Alkenes by Directed Nucleopalladation
Nimmagadda, Sri Krishna,Liu, Mingyu,Karunananda, Malkanthi K.,Gao, De-Wei,Apolinar, Omar,Chen, Jason S.,Liu, Peng,Engle, Keary M.
supporting information, p. 3923 - 3927 (2019/03/07)
A palladium(II)-catalyzed enantioselective α-alkylation of azlactones with nonconjugated alkenes is described. The reaction employs a chiral BINOL-derived phosphoric acid as the source of stereoinduction, and a cleavable bidentate directing group appended to the alkene to control the regioselectivity and stabilize the nucleopalladated alkylpalladium(II) intermediate in the catalytic cycle. A wide range of azlactones were found to be compatible under the optimal reaction conditions to afford products bearing α,α-disubstituted α-amino-acid derivatives with high yields and high enantioselectivity.
The dynamic kinetic resolution of azlactones with thiol nucleophiles catalyzed by arylated, deoxygenated cinchona alkaloids
Rodriguez-Docampo, Zaida,Quigley, Cormac,Tallon, Sean,Connon, Stephen J.
experimental part, p. 2407 - 2414 (2012/05/05)
A significant improvement of the available organocatalytic methods (in terms of product substrate scope and product enantiomeric excess) for the generation of enantioenriched α-amino acid thioesters via the dynamic kinetic resolution of azlactones is reported. C-9 arylated cinchona alkaloid catalysts have been found to be considerably superior to other bifunctional alkaloid catalysts as the promoters of this asymmetric process.
