149929-75-9Relevant academic research and scientific papers
Regio- and stereoselective synthesis of 2,3,5-trienoates by palladium-catalyzed alkoxycarbonylation of conjugated enyne carbonates
Karag?z, Ezgi ule,Ku, Melih,Akpinar, Gürkan Eray,Artok, Levent
, p. 9222 - 9230 (2014)
Palladium-catalyzed carbonylation of 2,4-enyne carbonates in an alcohol and under balloon pressure of CO proceeds through 1,5-substitution to yield (E)-2,3,5-trienoates. The olefin geometry of the substrate is important to control the overall stereochemistry of this alkoxycarbonylation method. The reaction proceeds through successive formation of π-allylpalladium with an R3 group oriented syn and σ-allenyl palladium complexes.
Chemoselective Biohydrogenation of Alkenes in the Presence of Alkynes for the Homologation of 2-Alkynals/3-Alkyn-2-ones into 4-Alkynals/Alkynols
Colombo, Danilo,Brenna, Elisabetta,Gatti, Francesco G.,Ghezzi, Maria Chiara,Monti, Daniela,Parmeggiani, Fabio,Tentori, Francesca
, p. 2638 - 2648 (2019/05/16)
The chemoselective hydrogenation of alkenes in the presence of alkynes is a very challenging transformation to achieve with traditional chemical methods. The development of an effective procedure to perform this transformation would enrich the tool-kit available to organic chemists for the development of useful synthetic routes, and the creation of novel structural motifs. The reduction of activated alkene bonds by ene-reductases (ERs) is completely chemoselective, because of the mechanism of the reaction. Thus, we investigated the use of ERs belonging to the Old Yellow Enzyme family for the reduction of α,β-unsaturated aldehydes with a conjugated C≡C triple bond at the γ position. This reaction was exploited as the key step for the development of an effective homologation route to convert aryl and alkyl substituted propynals and butynones into 4-alkynals and 4-alkynols, avoiding some troublesome or hazardous steps of known synthetic routes. (Figure presented.).
A general and facile synthesis of substituted furans by palladium- catalyzed cycloisomerization of (Z)-2-en-4-yn-1-ols
Gabriele,Salerno,Lauria
, p. 7687 - 7692 (2007/10/03)
A general and facile synthesis of furans, based on Pd(II)-catalyzed cycloisomerization of (Z)-2-en-4-yn-1-ols, is described. Cycloisomerization reactions are carried out at 25-100 °C in the presence of a very simple catalytic system, consisting of K2PdI4, under essentially neutral conditions. This new methodology is very versatile and can be applied to the synthesis of a variety of substituted furans, including particularly fragile, naturally occurring furans such as rosefuran. Efficient synthetic approaches for the regioselective synthesis of suitably substituted (Z)-2-en-4-yn-1-ols have been developed.
Design and synthesis of m1-selective muscarinic agonists: (R)-(-)-(Z)- 1-azabicyclo[2.2.1]heptan-3-one, O-(3-(3'-methoxyphenyl)-2-propynyl)-oxime maleate (CI-1017), a functionally m1-selective muscarinic agonist
Tecle, Halle,Barrett, Stephen D.,Lauffer, David J.,Augelli-Szafran, Corinne,Brann, Mark R.,Callahan, Michael J.,Caprathe, Bradley W.,Davis, Robert E.,Doyle, Patricia D.,Eubanks, David,Lipiniski, William,Mirzadegan, Tara,Moos, Walter H.,Moreland,Nelson, Carrie B.,Pavia, Michael R.,Raby, Charlotte,Schwarz, Roy D.,Spencer, Carolyn J.,Thomas, Anthony J.,Jaen, Juan C.
, p. 2524 - 2536 (2007/10/03)
The synthesis and SAR of a series of (Z)-(±)-1- azabicyclo[2.2.1]heptan-3-one, O-(3-aryl-2-propynyl)oximes are described. The biochemistry and pharmacology of 24Z (PD 142505) and its enantiomers are highlighted. 24Z is functionally an m1-selective muscari
OXIME AND AMINE SUBSTITUTED AZABICYCLO AND AZOCYCLO MUSCARINIC AGONISTS AND METHODS OF TREATMENT
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, (2008/06/13)
Pharmaceutically useful nitrogen containing cyclic oxime and amine substituted compounds of the following general Formulas I, II and III are disclosed: STR1 Specifically the compounds are azabicyclo [2. 2.1] omimes, azabicyclo [2.2.2] oximes, azabicyclo [2.2.1] amines, azabicyclo [2.2.2] amines, azabicyclo [3.2.1] oximes and amine containing heterocyclic oximes wherein the heterocyclic ring contains from 4 to 5 [3 to 7] carbon atoms.
Azabicyclo and azacyclo oxime and amine cholinergic agents and methods of treatment
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, (2008/06/13)
Pharmaceutically useful nitrogen containing cyclic oxime and amine substituted compounds which are azabicyclo[2.2.1]oximes, azabicyclo[2.2.2]oximes, azabicyclo[2.2.1]amines, azabicyclo[2.2.2]amines, azabicyclo[3.2.1]oximes, and amine containing heterocyclic oximes wherein the heterocyclic ring contains from 3 to 7 carbon atoms are disclosed.
