scholarly journals Chiral Brønsted Base-Promoted Nitroalkane Alkylation: Enantioselective Synthesis ofsec-Alkyl-3-Substituted Indoles

2010 ◽  
Vol 12 (24) ◽  
pp. 5744-5747 ◽  
Author(s):  
Mark C. Dobish ◽  
Jeffrey N. Johnston
Keyword(s):  
Enantioselective Synthesis ◽  
Brønsted Base

Catalytic Enantioselective Synthesis of Tertiary Thiols From 5H-Thiazol-4-ones and Nitroolefins: Bifunctional Ureidopeptide-Based Brønsted Base Catalysis

2013 ◽  
Vol 125 (45) ◽  
pp. 12062-12067 ◽  
Author(s):  
Saioa Diosdado ◽  
Julen Etxabe ◽  
Joseba Izquierdo ◽  
Aitor Landa ◽  
Antonia Mielgo ◽  
...  
Keyword(s):  
Enantioselective Synthesis ◽  
Base Catalysis ◽  
Brønsted Base

scholarly journals Enantioselective synthesis of cyclopenta[b]benzofurans via an organocatalytic intramolecular double cyclization

2017 ◽  
Vol 8 (12) ◽  
pp. 8086-8093 ◽  
Author(s):  
Bruno Matos Paz ◽  
Yang Li ◽  
Mathias Kirk Thøgersen ◽  
Karl Anker Jørgensen
Keyword(s):  
Bioactive Compounds ◽  
Enantioselective Synthesis ◽  
Unique Manner ◽  
Brønsted Base

An enantioselective organocatalytic strategy, combining Brønsted base and N-heterocyclic carbene catalysis in a unique manner, is demonstrated for a concise construction of the privileged cyclopenta[b]benzofuran scaffold, present in many bioactive compounds having both academic and commercial interests.

scholarly journals Enantioselective synthesis of 2,3-disubstituted trans-2,3-dihydrobenzofurans using a Brønsted base/thiourea bifunctional catalyst

2016 ◽  
Vol 14 (30) ◽  
pp. 7268-7274 ◽  
Author(s):  
Diego-Javier Barrios Antúnez ◽  
Mark D. Greenhalgh ◽  
Charlene Fallan ◽  
Alexandra M. Z. Slawin ◽  
Andrew D. Smith
Keyword(s):  
Tertiary Amine ◽  
Michael Addition ◽  
Bifunctional Catalyst ◽  
Enantioselective Synthesis ◽  
Brønsted Base

The enantioselective synthesis of 2,3-disubstituted trans-2,3-dihydrobenzofuran derivatives via intramolecular Michael addition has been developed using a bifunctional tertiary amine–thiourea catalyst.

Catalytic Enantioselective Synthesis of Tertiary Thiols From 5H-Thiazol-4-ones and Nitroolefins: Bifunctional Ureidopeptide-Based Brønsted Base Catalysis

2013 ◽  
Vol 52 (45) ◽  
pp. 11846-11851 ◽  
Author(s):  
Saioa Diosdado ◽  
Julen Etxabe ◽  
Joseba Izquierdo ◽  
Aitor Landa ◽  
Antonia Mielgo ◽  
...  
Keyword(s):  
Enantioselective Synthesis ◽  
Base Catalysis ◽  
Brønsted Base

Enantioselective Synthesis of 5,5-Disubstituted Hydantoins by Brønsted Base/H-Bond Catalyst Assisted Michael Reactions of a Design Template

2018 ◽  
Vol 24 (28) ◽  
pp. 7217-7227 ◽  
Author(s):  
Joseba Izquierdo ◽  
Julen Etxabe ◽  
Eider Duñabeitia ◽  
Aitor Landa ◽  
Mikel Oiarbide ◽  
...  
Keyword(s):  
Enantioselective Synthesis ◽  
Michael Reactions ◽  
Brønsted Base

Catalytic enantioselective synthesis of indolizino[8,7-b]indole alkaloid derivatives based on the tandem reaction of tertiary enamides

2021 ◽  
Author(s):  
Xin-Ming Xu ◽  
Ming Xie ◽  
Jiazhu Li ◽  
Mei-Xiang Wang
Keyword(s):  
Indole Alkaloid ◽  
Enantioselective Synthesis ◽  
High Yield ◽  
Tandem Reaction ◽  
Indole Derivatives

An exquisite Pybox/Cu(OTf)2-catalyzed asymmetric tandem reaction of tertiary enamides was developed, which enabled the expeditious synthesis of indolizino[8,7-b]indole derivatives in high yield, excellent enantioselectivity and diastereoselectivity.

Enantioselective Synthesis of Azamerone

2018 ◽  
Author(s):  
Matthew L. Landry ◽  
Grace McKenna ◽  
Noah Burns
Keyword(s):  
Late Stage ◽  
Cross Coupling ◽  
Enantioselective Synthesis ◽  
Selective Synthesis

A concise and selective synthesis of the dichlorinated meroterpenoid azamerone is described. The paucity of tactics for the synthesis of chiral organochlorides motivated the development of unique strategies for accessing these motifs in enantioenriched forms. The route features a novel enantioselective chloroetherification reaction, a Pd-catalyzed cross-coupling between a quinone diazide and a boronic hemiester, and a late-stage tetrazine [4+2]-cycloaddition/oxidation cascade.

Modular, Stereocontrolled Cβ–H/Cα–C Activation of Alkyl Carboxylic Acids

2019 ◽  
Author(s):  
Ming Shang ◽  
Karla S. Feu ◽  
Julien C. Vantourout ◽  
Lisa M. Barton ◽  
Heather L. Osswald ◽  
...  
Keyword(s):  
Carboxylic Acid ◽  
Heterocyclic Compounds ◽  
Cross Coupling ◽  
Building Blocks ◽  
Enantioselective Synthesis ◽  
Carbon Centers ◽  
Drug Candidates ◽  
Rapid Diversification ◽  
Directing Group ◽  
Compound Series

<div> <div> <div> <p>The union of two powerful transformations, directed C–H activation and decarboxylative cross-coupling, for the enantioselective synthesis of vicinally functionalized alkyl, carbocyclic, and heterocyclic compounds is described. Starting from simple carboxylic acid building blocks, this modular sequence exploits the residual directing group to access more than 50 scaffolds that would be otherwise extremely difficult to prepare. The tactical use of these two transformations accomplishes a formal vicinal difunctionalization of carbon centers in a way that is modular and thus amenable to rapid diversity incorporation. A simplification of routes to known preclinical drug candidates is presented along with the rapid diversification of an antimalarial compound series. </p> </div> </div> </div>

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