22029-24-9Relevant academic research and scientific papers
Stereoselective Synthesis of 1,2-trans-Diamines Using the Three-Component Borono-Mannich Condensation – Reaction Scope and Mechanistic Insights
Norsikian, Stéphanie,Beretta, Margaux,Cannillo, Alexandre,Auvray, Marie,Martin, Amélie,Retailleau, Pascal,Iorga, Bogdan I.,Beau, Jean-Marie
, p. 1940 - 1951 (2017/04/21)
The Petasis borono-Mannich (PBM) process with easily accessible N-protected α-amino aldehydes produces 1,2-trans-diamines diastereoselectively with an enantiomeric excess up to 98 %. The protecting group on the nitrogen atom had a decisive influence on bo
Design, synthesis of new chiral fluorine-containing β-hydroxysulfonamides from natural amino acids and study of their anti-inflammatory and analgesic activities
Gloulou, Monia,Kra?em, Jamil,Jennene, Fay?al,Ghedira, Donia,Amor, Haifa Bel Haj,Lajili, Sirine,Jalleli, Emna,Ferjani, Maha,Bouraoui, Abderrahman,Kallel, Mohamed
, p. 1497 - 1506 (2016/07/06)
A series of new chiral fluorine-containing β-hydroxysulfonamides were conveniently synthesized in three steps, starting from natural L-amino acids, and evaluated for their anti-inflammatory and analgesic activities. The structures of these compounds were supported by FT-IR, 1H, 13C and 19F NMR, elemental analysis and HRMS. Among the tested compounds, 4c, 4g and 4h exhibited promising anti-inflammatory activity. Moreover, compound 4h showed a significant analgesic activity. The structure–activity relationships of selected compounds were discussed.
Synthesis of glycopeptoid sulfonamides diversifying N-glycopeptide linkage region mimics
Singhamahapatra, Anadi,Sahoo, Laxminarayan,Varghese, Babu,Loganathan, Duraikkannu
, p. 18038 - 18043 (2014/05/20)
Replacing the planar carboxamides with tetrahedral sulfonamides in the glycopeptoid backbone, glycopeptoid sulfonamides were synthesized as N-glycopeptide mimics with diverse structures using β-peptoid, chiral amino acids and β-amide or β-sulfonamide linked amino acids with different functional groups. The sulfonamide group exists in different conformations and participates in C-H...O interactions.
β-cyclodextrin-catalyzed monosulfonylation of amines and amino acids in water
Sridhar,Srinivas,Kumar, V. Pavan,Narender,Rao, K. Rama
, p. 1873 - 1876 (2008/09/16)
A mild and efficient procedure has been developed for the first time under biomimetic conditions for the monosulfonylation of various amines and amino acids catalyzed by β-cyclodextrin in water at room temperature to afford the corresponding sulfonamides in high yields.
Asymmetric addition of phenylacetylene to aldehydes catalyzed by β-sulfonamide alcohol-titanium complex
Xu, Zhaoqing,Lin, Li,Xu, Jiangke,Yan, Wenjin,Wang, Rui
, p. 506 - 514 (2007/10/03)
A series of β-sulfonamide alcohol ligands were synthesized from L-phenylalanine. Titanium complexes of these compounds were used to catalyze the asymmetric addition of phenylacetylene to a number of aldehydes. When the conditions were optimized, 20 mol % of ligand 8a catalyzed the reaction with high enantioselectivity (up to 98% ee) and good yield (up to 92%). When a small amount of MeOH was added to the reaction as a modifier, as little as 5 mol % of ligand was required to efficiently catalyze the reaction under very mild conditions, resulting in an ee of up to 99% and good yield.
