Enantioselective Synthesis of 3-Allylindolizines via Sequential Rh-Catalyzed Asymmetric Allylation and Tschitschibabin Reaction

2020 ◽  
Vol 22 (24) ◽  
pp. 9456-9461
Author(s):  
Ke Li ◽  
Changkun Li
Keyword(s):  
Enantioselective Synthesis ◽  
Asymmetric Allylation

Regio- and Enantioselective Synthesis of Chiral Pyrimidine Acyclic Nucleosides via Rhodium-Catalyzed Asymmetric Allylation of Pyrimidines

2017 ◽  
Vol 19 (19) ◽  
pp. 5212-5215 ◽  
Author(s):  
Lei Liang ◽  
Ming-Sheng Xie ◽  
Tao Qin ◽  
Man Zhu ◽  
Gui-Rong Qu ◽  
...  
Keyword(s):  
Enantioselective Synthesis ◽  
Asymmetric Allylation ◽  
Acyclic Nucleosides

Catalytic enantioselective synthesis of quaternary 3,3′-indolyloxindoles by combination of Rh(ii) complexes and chiral phosphines

2015 ◽  
Vol 2 (8) ◽  
pp. 956-960 ◽  
Author(s):  
Dian-Feng Chen ◽  
Chen-long Zhang ◽  
Yue Hu ◽  
Zhi-Yong Han ◽  
Liu-Zhu Gong
Keyword(s):  
Michael Addition ◽  
Addition Reaction ◽  
Enantioselective Synthesis ◽  
Asymmetric Allylation ◽  
Michael Addition Reaction ◽  
Diverse Range ◽  
Highly Efficient ◽  
Chiral Phosphines

Rh(ii)/chiral phosphine combined catalysis has been developed for a highly efficient sequential C–H functionalization/asymmetric allylation or Michael addition reaction to afford a diverse range of quaternary 3,3′-indolyloxindole derivatives.

Asymmetric allylation of sulfonyl imines catalyzed by in situ generated Cu(ii) complexes of chiral amino alcohol based Schiff bases

RSC Advances ◽  
2014 ◽  
Vol 4 (99) ◽  
pp. 56424-56433 ◽  
Author(s):  
Debashis Ghosh ◽  
Prasanta Kumar Bera ◽  
Manish Kumar ◽  
Sayed H. R. Abdi ◽  
Noor-ul H. Khan ◽  
...  
Keyword(s):  
Schiff Base ◽  
Schiff Bases ◽  
Amino Alcohol ◽  
Enantioselective Synthesis ◽  
Asymmetric Allylation

We have developed a catalytic route for enantioselective synthesis of homoallyl amines through Cu(ii)-Schiff base catalyzed allylation of aryl N-sulfonylimines.

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>

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.

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