57527-55-6Relevant articles and documents
α-Amino acid synthesis via a Cu(II) chiral Lewis acid mediated addition of soft carbon nucleophiles to glycine cation equivalents
Attrill, Rick,Tye, Heather,Cox, Liam R.
, p. 1681 - 1684 (2004)
A new method for the formation of α-amino acid derivatives via Lewis acid mediated additions of soft carbon nucleophiles to carbamate protected glycine cation equivalents is described. A number of derivatives have been prepared in moderate yields and up to 85% ee using a Cu(II)-diamine catalyst combination.
Ruthenium N-Heterocyclic Carbene Complexes for Chemoselective Reduction of Imines and Reductive Amination of Aldehydes and Ketones
Kathuria, Lakshay,Samuelson, Ashoka G.
supporting information, (2020/06/17)
Chemoselective reduction of imines to secondary amines is catalyzed efficiently by tethered and untethered, half-sandwich ruthenium N-heterocyclic carbene (NHC) complexes at room temperature. The untethered Ru-NHC complexes are more efficient as catalysts for the reduction of aldimines and ketimines than the tethered complexes. Using the best untethered complex as a catalyst, electronic and steric demands on the reaction was probed using a series of imines. Chemoselectivity of the catalyst towards imine reduction was tested by performing inter and intramolecular competitive reactions in a variety of ways. The catalyst exhibits a very high TON and TOF under anaerobic conditions.
Ruthenium-catalyzed oxidative decyanative cross-coupling of acetonitriles with amines in air: A general access to primary to tertiary amides under mild conditions
Wang, Yuguang,Wu, Zhongli,Li, Qin,Zhu, Bingchun,Yu, Lei
, p. 3747 - 3757 (2017/09/07)
Catalyzed by Ru and in the presence of air and nucleophiles such as amines or ammonia, activation of the C-CN bond could be easily achieved under mild conditions to produce primary to tertiary amides in good to excellent yields. The use of accessible and functional-group-tolerant starting materials, a cheap, low-loading and recyclable catalyst, ligand-free conditions and excellent product yields are the advantages of the method. Moreover, compared with the Ritter reaction and hydration methods, this novel reaction has more comprehensive application scope.
Stereoselective synthesis of α-alkylidene β-oxo amides by palladium-catalyzed carbonylation
Perrone, Serena,Salomone, Antonio,Caroli, Antonio,Falcicchio, Aurelia,Citti, Cinzia,Cannazza, Giuseppe,Troisi, Luigino
, p. 5932 - 5938 (2015/03/30)
A direct method to obtain α-alkylidene β-oxo amides by the palladium-catalyzed carbonylation of α-chloro ketones in the presence of aromatic imines has been described. The methodology can be applied to a variety of C-aryl imines bearing N-aryl or N-alkyl substituents. The entire process is highly stereoselective and affords the α-alkylidene β-oxo amides only as (Z) isomers. A mechanistic hypothesis involving an acyl-β-lactam intermediate has also been proposed.
