Application of Tandem Ugi Reaction/Ring-Closing Metathesis in Multicomponent Synthesis of Unsaturated Nine-Membered Lactams.

ChemInform ◽  
2004 ◽  
Vol 35 (1) ◽  
Author(s):  
Luca Banfi ◽  
Andrea Basso ◽  
Giuseppe Guanti ◽  
Renata Riva
2019 ◽  
Vol 15 ◽  
pp. 1210-1216 ◽  
Author(s):  
Alexander F de la Torre ◽  
Gabriel S Scatena ◽  
Oscar Valdés ◽  
Daniel G Rivera ◽  
Márcio W Paixão

The multicomponent synthesis of prolyl pseudo-peptide catalysts using the Ugi reaction with furfurylamines or isocyanides is described. The incorporation of such a polymerizable furan handle enabled the subsequent polymerization of the peptide catalyst with furfuryl alcohol, thus rendering polyfurfuryl alcohol-supported catalysts for applications in heterogeneous enamine catalysis. The utilization of the polymer-supported catalysts in both batch and continuous-flow organocatalytic procedures proved moderate catalytic efficacy and enantioselectivity, but excellent diastereoselectivity in the asymmetric Michael addition of n-butanal to β-nitrostyrene that was used as a model reaction. This work supports the potential of multicomponent reactions towards the assembly of catalysts and their simultaneous functionalization for immobilization.


ChemInform ◽  
2016 ◽  
Vol 47 (25) ◽  
Author(s):  
Alexander F. de la Torre ◽  
Daniel G. Rivera ◽  
Odette Concepcion ◽  
Radell Echemendia ◽  
Arlene G. Correa ◽  
...  

2011 ◽  
Vol 47 (24) ◽  
pp. 6966 ◽  
Author(s):  
Riccardo Mossetti ◽  
Tracey Pirali ◽  
Dèsirèe Saggiorato ◽  
Gian Cesare Tron

ChemInform ◽  
2011 ◽  
Vol 42 (43) ◽  
pp. no-no
Author(s):  
Riccardo Mossetti ◽  
Tracey Pirali ◽  
Desiree Saggiorato ◽  
Gian Cesare Tron

2016 ◽  
Vol 81 (3) ◽  
pp. 803-809 ◽  
Author(s):  
Alexander F. de la Torre ◽  
Daniel G. Rivera ◽  
Odette Concepción ◽  
Radell Echemendia ◽  
Arlene G. Correa ◽  
...  

2011 ◽  
Vol 7 ◽  
pp. 1135-1140 ◽  
Author(s):  
Anton V Gulevich ◽  
Lyudmila S Koroleva ◽  
Olga V Morozova ◽  
Valentina N Bakhvalova ◽  
Vladimir N Silnikov ◽  
...  

The synthesis of new, artificial ribonucleases containing two amino acid residues connected by an aliphatic linker has been developed. Target molecules were synthesized via a catalytic three-component Ugi reaction from aliphatic diisocyanides. Preliminary investigations proved unspecific nuclease activity of the new compounds towards single-stranded RNA and double-stranded circular DNA.


2019 ◽  
Author(s):  
Tristan Delcaillau ◽  
Alessandro Bismuto ◽  
Zhong Lian ◽  
Bill Morandi

A nickel-catalyzed carbon-sulfur bond metathesis has been developed to access high-value thioethers. 1,2-bis(dicyclohexylphosphino)ethane (dcype) is essential to promote this highly functional group tolerant reaction. Further, synthetically challenging macrocycles could be obtained in good yield in an unusual example of ring-closing metathesis which does not involve alkene bonds. In-depth organometallic studies support a reversible Ni(0)-Ni(II) pathway to product formation. Overall, this work does not only disclose a more sustainable and more functional group tolerant alternative to previous catalytic systems based on Pd, but also presents new applications and mechanistic information which are highly relevant to the further development and application of unusual single bond metathesis reactions.


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