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.

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 Asymmetric Synthesis of Isoxazol-5-ones and Isoxazolidin-5-ones

Synthesis ◽  
2020 ◽  
Vol 53 (01) ◽  
pp. 107-122
Author(s):  
Jean-François Brière ◽  
Mario Waser ◽  
Antonio Massa ◽  
Antonio Macchia ◽  
Andreas Eitzinger
Keyword(s):  
Asymmetric Synthesis ◽  
Bioactive Compounds ◽  
Related Compound ◽  
Building Blocks ◽  
Metal Catalysts ◽  
Enantioselective Synthesis

AbstractIsoxazol-5-ones and isoxazolidin-5-ones represent two important classes of heterocycles, with several applications as bioactive compounds and as versatile building blocks for further transformations. Unlike the parent aromatic isoxazoles, the presence of one or two stereocenters in the ring renders their asymmetric construction particularly important. In this review, starting from the description of general features and differences between these two related compound families, we present an overview on the most important enantioselective synthesis strategies to access these heterocycles. Both chiral metal catalysts and organocatalysts have recently been successfully employed for this task and some of the most promising approaches will be discussed.1 Introduction2 Isoxazol-5-ones as Nucleophiles2.1 Isoxazol-5-ones as C-Nucleophiles2.2 Isoxazol-5-ones as N-Nucleophiles2.3 Isoxazol-5-ones as C-Nucleophiles in Cyclization Processes3 Asymmetric Construction of Isoxazolidin-5-ones3.1 Enantioselective α-Functionalizations of Isoxazolidin-5-ones4 Arylideneisoxazol-5-ones in Conjugated Addition5 Conclusions

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.

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