115276-75-0Relevant articles and documents
One-step synthesis of ethyl quinaldates by lewis acid catalyzed three-component coupling reaction of aromatic amines, aliphatic aldehydes and ethyl glyoxylate
Inada, Takashi,Nakajima, Takayuki,Shimizu, Isao
, p. 611 - 619 (2005)
A convenient, efficient and simple one-pot method for the synthesis of quinaldates was developed by three-component coupling reaction of an arylamine (1), ethyl glyoxylate and an aliphatic aldehyde (2) in the presence of Lewis acid catalyst. The reaction
Catalysis of highly stereoselective Mannich-type reactions of ketones with ?±-imino esters by a pyrrolidine-sulfonamide. Synthesis of unnatural α-amino acids
Wang, Wei,Wang, Jian,Li, Hao
, p. 7243 - 7246 (2004)
The novel pyrrolidine-sulfonamide I has been prepared and used successfully to catalyze Mannich-type reactions between ketones and α-imino esters. The process is used to efficiently synthesize functionalized α-amino acid derivatives with excellent levels
Chiral bifunctional organocatalysts in asymmetric aza-Morita-Baylis-Hillman reactions of ethyl (arylimino)acetates with methyl vinyl ketone and ethyl vinyl ketone
Shi, Min,Ma, Guang-Ning,Gao, Jun
, p. 9779 - 9781 (2007)
(Chemical Equation Presented) The bifunctional chiral phosphine Lewis base (R)-2′-diphenylphosphino-[1,1′-binaphthalene]-2-ol is an effective organocatalyst in the asymmetric aza-MBH reaction of ethyl (arylimino)acetates 1 with MVK and EVK to give the cor
Asymmetric synthesis of piperidines using the nitro-Mannich reaction☆
Anderson, James C.,Bouvier-Israel, Eva,Rundell, Christopher D.,Zhang, Xiangyu
, (2020/12/21)
A method for the synthesis of functionalized piperidines containing 3 contiguous stereocentres in the 2-,3- and 4- positions uses a diastereoselective nitro-Mannich to control stereochemistry. The nitro-Mannich reaction between a β-aryl/heteroaryl substituted nitroalkanes and glyoxylate imine provides β-nitro-amines with good selectivity (70:30 to >95:5) for the syn, anti-diastereoisomers. Reductive cyclisation with BF3.OEt2 and Et3SiH gave, after purification, stereochemically pure piperidines in 19–57% yield for ten examples with different 4-aryl/heteroaryl substituents.
A convenient method for preparation of α-imino carboxylic acid derivatives and application to the asymmetric synthesis of unnatural α-amino acid derivative
Inokuma, Tsubasa,Jichu, Takahisa,Nishida, Kodai,Shigenaga, Akira,Otaka, Akira
, p. 573 - 581 (2019/12/26)
We describe herein a manganese(IV) oxide-mediated oxidation of N-p-methoxyphenyl (PMP)-protected glycine derivatives for the synthesis of α-imino carboxylic acid derivatives. Using this methodology, utilization of unstable glyoxic acid derivatives was avo