Highly diastereoselective 1,3-dipolar cycloaddition of nonstabilized azomethine ylides to 3-nitro-2-trihalomethyl-2H-chromenes: Synthesis of 1-benzopyrano[3,4-c]pyrrolidines [PDF]
Reactions of 3-nitro-2-trifluoro(trichloro)methyl-2H-chromenes, including 2-unsubstituted derivatives, with N-alkyl-α-amino acids (sarcosine, proline) and paraformaldehyde proceed diastereoselectively to give 1-benzopyrano[3,4-c]pyrrolidines in good ...
Barkov, A. Y. +5 more
core +1 more source
Bis(oxotremorine) fumarate bis(fumaric acid)
The title compound, bis(oxotremorine) fumarate bis(fumaric acid) {systematic name: 1-[4-(2-oxopyrrolidin-1-yl)but-2-ynyl]pyrrolidinium (2E)-but-2-enedioate bis[(2E)-but-2-enedioic acid]}, 2C12H19N2O+·C4H2O42−·2C4H4O4, has a single oxotremorine monocation
Marilyn Naeem +3 more
doaj +1 more source
Asymmetric 1,3-Dipolar Cycloadditons of Stabilized Azomethine Ylides with Nitroalkenes [PDF]
This review highlights the biological importance of many polysubstituted nitro-prolines and -pyrrolidines. Their preparation using asymmetric 1,3-dipolar cycloadditions of azomethine ylides with nitroalkenes using diastereoselective and enantioselective ...
Nájera, Carmen, Sansano, Jose M.
core +2 more sources
Cellulose recycling as a source of raw chirality [PDF]
Modern organic chemistry requires easily obtainable chiral building blocks that show high chemical versatility for their application in the synthesis of enantiopure compounds.
Biava, Hernan Daniel +10 more
core +2 more sources
Copper- and Silver-Catalyzed Reactions of Active Methylene Isocyanides: Facile Access to Highly Substituted Five- and Six-Membered Heterocycles. [PDF]
This review summarizes recent advances in copper‐ and silver‐catalyzed reactions of active methylene isocyanides for the synthesis of highly substituted five‐ and six‐membered heterocycles. Emphasis is placed on [3+n] cycloadditions, annulations, and asymmetric strategies, highlighting current limitations and future opportunities in heterocycle ...
George J, Oh K.
europepmc +2 more sources
X=Y–ZH compounds as potential 1,3-dipoles. Part 64: Synthesis of highly substituted conformationally restricted and spiro nitropyrrolidines via Ag(I) catalysed azomethine ylide cycloadditions [PDF]
1,3-Dipolar reactions of imines of both acyclic and cyclic α-amino esters with a range of nitroolefins using a combination of AgOAc or Ag2O with NEt3 are described.
Albert +51 more
core +1 more source
Synthesis of 3-Substituted Pyrrolidines via Palladium-Catalyzed Hydroarylation
Summary: Metal-catalyzed reactions have revolutionized synthetic chemistry, allowing access to unprecedented molecular architectures with powerful properties and activities. Nonetheless, some transformations remain sparse in number, or out of reach, even
Joseph B. Sweeney +2 more
doaj +1 more source
Synthesis of Chromen[4,3-b]pyrrolidines by Intramolecular 1,3-Dipolar Cycloadditions of Azomethine Ylides: An Experimental and Computational Assessment of the Origin of Stereocontrol [PDF]
Azomethine ylides, generated from imine-derived O-cinnamyl or O-crotonyl salicylaldeyde and α-amino acids, undergo intramolecular 1,3-dipolar cycloaddition, leading to chromene[4,3-b]pyrrolidines.
Arrieta, Ana +8 more
core +2 more sources
N-(Pyrrolidin-1-ylcarbothioyl)benzamide [PDF]
In the title compound, C(12)H(14)N(2)OS, the pyrrolidine ring adopts an envelope conformation with the C atom at the 3-position as the flap and makes a dihedral angle of 65.80 (9)° with the benzene ring. In the crystal, N-H⋯O hydrogen bonds join c-glide related mol-ecules into chains extended along [001] that are further connected into (100) layers via
Al-Abbasi, Aisha A. +2 more
openaire +3 more sources
Recent syntheses of azetidines, pyrrolidines, piperidines and azepines through cycloaddition or sigmatropic rearrangements of vinylaziridines are described. Applications to natural product synthesis and mechanistic investigations are also summarized.
Yu Mi Heo, Seung-Mann Paek
doaj +1 more source

