16876-74-7Relevant academic research and scientific papers
Fast Amide Couplings in Water: Extraction, Column Chromatography, and Crystallization Not Required
Sharma, Sudripet,Buchbinder, Nicklas W.,Braje, Wilfried M.,Handa, Sachin
supporting information, p. 5737 - 5740 (2020/07/14)
In the micelle of PS-750-M, the presence of 3° amides from the surfactant proline linker mimics dimethylformamide, dimethylacetamide, and N-methyl-2-pyrrolidone. The resultant micellar properties enable extremely fast amide couplings mediated by 1-ethyl-3
Amides in one pot from Carboxylic Acids and Amines via Sulfinylamides
Bai, Jianfei,Zambron, Bartosz K.,Vogel, Pierre
supporting information, p. 604 - 607 (2014/04/03)
An efficient method has been developed for the direct amidification of carboxylic acids via sulfinylamides preformed in situ by the reaction of pure amines with prop-2- ene-1-sulfinyl chloride. The method can be applied to aliphatic acids, including pivalic acid, aromatic acids, and primary and secondary amines. It is compatible with acids bearing unprotected alcohol, phenol, and ketone moieties and applicable to the synthesis of peptides. It does not induce their a-epimerization.
Organocatalysis of asymmetric aldol reaction in water: Comparison of catalytic properties of (S)-valine and (S)-proline amides
Kucherenko,Siyutkin,Dashkin,Zlotin
, p. 1010 - 1015 (2014/03/21)
(S)-Valine amides containing (S)- or (R)-α-phenylethyl substituents at N1 atom efficiently catalyze asymmetric aldol reactions between cyclic (heterocyclic) ketones and aromatic aldehydes in water, predominantly giving rise to the aldol anti-di
Enantioselective nickel-catalyzed conjugate addition of dialkylzinc to chalcones using chiral α-amino amides
Escorihuela, Jorge,Burguete, M. Isabel,Luis, Santiago V.
scheme or table, p. 6885 - 6888 (2009/04/07)
A series of α-amino amides derived from natural amino acids (alanine, valine, phenylalanine, isoleucine, and phenylglycine) have been synthesized and fully characterized. Their Ni(II) complexes prepared from Ni(acac)2 catalyze the enantioselective conjugate addition of diethylzinc to chalcones in high yields and in good enantioselectivities (up to 84%). The side chain of the amino acid and the substituents in the amide nitrogen govern the enantioselectivity of the catalytic process.
Pd-catalyzed enantioselective synthesis of quaternary α-amino acid derivatives using a phenylalanine-derived P-chirogenic diaminophosphine oxide
Nemoto, Tetsuhiro,Harada, Teisuke,Matsumoto, Takayoshi,Hamada, Yasumasa
, p. 6304 - 6307 (2008/02/10)
A Pd-catalyzed enantioselective synthesis of quaternary α-amino acid derivatives using a phenylalanine-derived P-chirogenic diaminophosphine oxide is described. Asymmetric allylic substitution using acyclic β-keto esters with a nitrogen functional group at the α-carbon as prochiral nucleophiles proceeded in the presence of 5 mol % of Pd catalyst, 10 mol % of chiral diaminophosphine oxide 1j, BSA, and appropriate additives, affording the corresponding quaternary α-amino acid derivatives in excellent yield and in up to 92% ee.
CHIRAL LIGANDS CONTAINING HETEROATOMS. II. MODIFIED LITHIUM ALUMINIUM HYDRIDE REAGENTS FROM CHIRAL 1,2-DIAMINOETHANES
Falorni, Massimo,Lardicci, Luciano,Giacomelli, Giampaolo
, p. 573 - 576 (2007/10/02)
Procedures for the preparation of N-methyl-N'--1,2-diaminoethane, N-methyl-N'--1,2-diaminoethane and (S)-N-methyl-N'-phenyl-1-isopropyl-1,2-diaminoethane are reported.The stereochemistry of the products obtained by amine-m
