244168-28-3Relevant articles and documents
Convenient conversion of acid to Weinreb's amide
Raghuram,Vijaysaradhi,Singh, Indrapal,Singh, Jaimala
, p. 3215 - 3219 (1999)
Various carboxylic acids are converted to their corresponding N-methoxy- N-methyl amides through tile mixed anhydride formed by their reaction with pivaloyl chloride.
Chiral Br?nsted Acid Catalyzed Enantioselective Dehydrative Nazarov-Type Electrocyclization of Aryl and 2-Thienyl Vinyl Alcohols
Jin, Jianwen,Zhao, Yichao,Gouranourimi, Ali,Ariafard, Alireza,Hong Chan, Philip Wai
, p. 5834 - 5841 (2018/05/14)
An efficient chiral Br?nsted acid-catalyzed enantioselective dehydrative Nazarov-type electrocyclization (DNE) of electron-rich aryl- and 2-thienyl-β-amino-2-en-1-ols is described. The 4π conrotatory electrocyclization reaction affords access to a wide variety of the corresponding 1H-indenes and 4H-cyclopenta[b]thiophenes in excellent yields of up to 99% and enantiomeric excess (ee) values of up to 99%. Experimental and computational studies based on a proposed intimate contact ion-pair species that is further assisted by hydrogen bonding between the amino group of the substrate cation and chiral catalyst anion provide insight into the observed product enantioselectivities.
Gold-Catalyzed Aminoalkenylation of β-Amino-1,n-Diynols to Cycloalkyl-, Piperidinyl- and Pyranyl-Fused Pyrroles
Kothandaraman, Prasath,Zhao, Yichao,Lee, Bo Ra,Le Ng, Clarrisa Jia,Lee, Jun Yi,Ayers, Benjamin James,Chan, Philip Wai Hong
, p. 1385 - 1391 (2016/05/19)
A synthetic method to prepare cycloalkyl-, piperidinyl- and pyranyl-fused pyrroles efficiently by gold(I)-catalyzed dehydrative aminoalkenylation of β-amino-1,n-diynols under mild conditions at room temperature is described.
Diastereoselective cycloaddition of alkylidenecyclopropane nitrones from palladium(0)-catalyzed nucleophilic substitution of asymmetric 1-alkenylcyclopropyl esters by amino acids
Pisaneschi, Federica,Cordero, Franca M.,Goti, Andrea,Paugam, Renee,Ollivier, Jean,Brandi, Alberto,Salauen, Jacques
, p. 897 - 909 (2007/10/03)
The asymmetric construction of perhydropyrrolo[3,4-b]pyridine derivatives was performed by chemo- and regioselective formation of enantiopure alkylidenecyclopropane nitrones, followed by diastereoselective intramolecular 1,3-dipolar cycloaddition. The res