Asymmetric synthesis of γ-chloro-α,β-diamino- and β,γ-aziridino-α-aminoacylpyrrolidines and -piperidines via stereoselective Mannich-type additions of N-(diphenylmethylene)glycinamides across α-chloro-N-sulfinylimines [PDF]
The asymmetric synthesis of new chiral gamma-chloro-alpha,beta-diaminocarboxylamide derivatives by highly diastereoselective Mannich-type reactions of N-(diphenylmethylene) glycinamides across chiral alpha-chloro-N-p-toluenesulfinylaldimines was ...
Augustyns, Koen+5 more
core +3 more sources
Raising the Diversity of Ugi Reactions Through Selective Alkylations and Allylations of Ugi Adducts
We report here selective Tsuji-Trost type allylation of Ugi adducts using a strategy based on the enhanced nucleophilicity of amide dianions. Ugi adducts derived from aromatic aldehydes were easily allylated at their peptidyl position with allyl acetate ...
Alaa Zidan+5 more
doaj +1 more source
1,2-Dihydropyridines are valuable precursors for the synthesis of biologically relevant piperidines and pyridines, but the methods for their synthesis are underdeveloped.
Bo-Shuai Mu+4 more
doaj +1 more source
A Versatile Class of 1,4,4-Trisubstituted Piperidines Block Coronavirus Replication In Vitro
There is a clear need for novel antiviral concepts to control SARS-CoV-2 infection. Based on the promising anti-coronavirus activity observed for a class of 1,4,4-trisubstituted piperidines, we here conducted a detailed analysis of the structure–activity
Sonia De Castro+13 more
doaj +1 more source
An Efficient Synthesis of Aldohexose-Derived Piperidine Nitrones: Precursors of Piperidine Iminosugars [PDF]
D-Glucopyranose-derived and L-idopyranose-derived piperidine nitrones were synthesized in good overall yields through six-step reaction sequence starting from readily available 2,3,4,6-tetra-O-benzyl-D-glucopyranose. The method is efficient and could be general for the synthesis of aldohexose-derived piperidine nitrones which are precursors of ...
Jian-She Zhu+4 more
openaire +4 more sources
An efficient synthesis of a highly potent and selective IP (PGI2 receptor) agonist that is not structurally analogous to PGI2 is described. This synthesis is accomplished through the following key steps: Nucleophilic ring-opening of 3-(4-chlorophenyl ...
Masashi Uchida+8 more
doaj +1 more source
Piperidine-1-carboximidamide [PDF]
In the title compound, C(6)H(13)N(3), the C=N and C-N bond lengths in the CN(3) unit are 1.3090 (17), and 1.3640 (17) (C-NH(2)) and 1.3773 (16) Å, indicating double- and single-bond character, respectively. The N-C-N angles are 116.82 (12), 119.08 (11) and 124.09 (11)°, showing a deviation of the CN(3) plane from an ideal trigonal-planar geometry.
openaire +3 more sources
Frontispiece: A Pd-Catalyzed Synthesis of Functionalized Piperidines [PDF]
Pd Catalysis A readily available cyclic carbamate functions as a general precursor to a range of functionalized piperidine products using a new Pd-catalyzed annulation strategy.
Allen, B.D.W.+2 more
core +1 more source
Synthesis of Nitrogenated Heterocycles by Asymmetric Transfer Hydrogenation of N-(tert-Butylsulfinyl)haloimines [PDF]
Highly optically enriched, protected, nitrogenated heterocycles with different ring sizes have been synthesized by a very efficient methodology consisting of the asymmetric transfer hydrogenation of N-(tert-butylsulfinyl)haloimines followed by treatment ...
Ahn K.+76 more
core +2 more sources
Copper(I)-Catalyzed Cross-Coupling of 1-Bromoalkynes with N-Heterocyclic Organozinc Reagents
Nitrogen-containing heterocycles represent the majority of FDA-approved small-molecule pharmaceuticals. Herein, we describe a synthetic method to produce saturated N-heterocyclic drug scaffolds with an internal alkyne for elaboration.
Christian Frabitore+2 more
doaj +1 more source