Synthesis of enantiomerically-enriched N-aryl amino-amides via a Jocic-type reaction

Highly efficient asymmetric synthesis of α‐aminoamides via the reaction of N‐sulfonyl imines with chiral carbamoylsilane

“…α-Amino amides are the basic structural units of peptides and proteins and be discovered in many natural products and drugs with various biological activities, [1][2][3][4][5][6] which also are the important organic synthetic intermediates in various functional group transformations and the synthesis of important heterocycles. [7][8][9][10] In addition, α-aminoamides can be used as catalysts and catalytic ligands. [11][12][13] Consequently, various methodologies for the synthesis of α-amino amides have been developed.…”

Pd-catalyzed synthesis of 1-(hetero)aryl-2,2,2-trichloroethanols using chloral hydrate and (hetero)arylboroxines

“…1-(Hetero)aryl-2,2,2-trichloroethanols are one of the most useful building blocks for the synthesis of bioactive compounds, 1 because the carbinol moiety is easily transformed to various α-substituted carboxylic acid derivatives. 2–6 So far, 1-(hetero)aryl-2,2,2-trichloroethanols have two kinds of possible synthetic routes as depicted in Scheme 1 . One is an addition of the trichloromethyl anion to carbonyl compounds such as aldehydes or ketones (i).…”

Single-Flask Enantioselective Synthesis of α-Amino Acid Esters by Organocatalysis

“…We recently disclosed a one-pot catalytic asymmetric strategy to dihydroquinoxalinones, which involved the formation of new 1-phenylsulfonyl-1-cyano epoxides as key intermediates. 10 They mimic α-halo acyl halide synthons 11 and are able to undergo a domino ring-opening cyclization (DROC) to the heterocycles, thereby maintaining the level of enantioselectivity ( Scheme 1 e). Commercial reagents, readily available and recyclable quinine-derived urea catalyst, and a sole solvent have been used in the process.…”