scholarly journals Application of an intramolecular dipolar cycloaddition to an asymmetric synthesis of the fully oxygenated tricyclic core of the stemofoline alkaloids

Tetrahedron ◽  
2008 ◽  
Vol 64 (17) ◽  
pp. 3629-3641 ◽  
Author(s):  
Ryan J. Carra ◽  
Matthew T. Epperson ◽  
David Y. Gin
Keyword(s):  
Asymmetric Synthesis ◽  
Dipolar Cycloaddition ◽  
Tricyclic Core

scholarly journals Catalytic asymmetric formal synthesis of beraprost

2015 ◽  
Vol 11 ◽  
pp. 2654-2660 ◽  
Author(s):  
Yusuke Kobayashi ◽  
Ryuta Kuramoto ◽  
Yoshiji Takemoto
Keyword(s):  
Asymmetric Synthesis ◽  
Michael Reaction ◽  
Subsequent Reduction ◽  
Formal Synthesis ◽  
Michael Adduct ◽  
Catalytic Asymmetric Synthesis ◽  
Weinreb Amide ◽  
Tricyclic Core ◽  
Catalytic Asymmetric

The first catalytic asymmetric synthesis of the key intermediate for beraprost has been achieved through an enantioselective intramolecular oxa-Michael reaction of an α,β-unsaturated amide mediated by a newly developed benzothiadiazine catalyst. The Weinreb amide moiety and bromo substituent of the Michael adduct were utilized for the C–C bond formations to construct the scaffold. All four contiguous stereocenters of the tricyclic core were controlled via Rh-catalyzed stereoselective C–H insertion and the subsequent reduction from the convex face.

The catalytic asymmetric synthesis of CF3-containing spiro-oxindole–pyrrolidine–pyrazolone compounds through squaramide-catalyzed 1,3-dipolar cycloaddition

2019 ◽  
Vol 17 (22) ◽  
pp. 5514-5519 ◽  
Author(s):  
Cui Wang ◽  
Dongwa Wen ◽  
Hui Chen ◽  
Yabo Deng ◽  
Xueting Liu ◽  
...  
Keyword(s):  
Asymmetric Synthesis ◽  
Cycloaddition Reaction ◽  
Dipolar Cycloaddition ◽  
Catalytic Asymmetric Synthesis ◽  
Catalytic Asymmetric

Pharmaceutically important compounds were synthesized through the organocatalytic 1,3-dipolar cycloaddition reaction.

Asymmetric synthesis of common aza-tricyclic core of various alkaloids

2015 ◽  
Vol 56 (40) ◽  
pp. 5460-5464 ◽  
Author(s):  
Ming Ding ◽  
Xiaogang Tong ◽  
Dashan Li ◽  
Kangjiang Liang ◽  
Ankun Zhou ◽  
...  
Keyword(s):  
Asymmetric Synthesis ◽  
Tricyclic Core

Catalytic Asymmetric Synthesis of α-Quaternary Proline Derivatives by 1,3-Dipolar Cycloaddition of α-Silylimines

2012 ◽  
Vol 124 (35) ◽  
pp. 8984-8988 ◽  
Author(s):  
Jorge Hernández-Toribio ◽  
Silvia Padilla ◽  
Javier Adrio ◽  
Juan C. Carretero
Keyword(s):  
Asymmetric Synthesis ◽  
Dipolar Cycloaddition ◽  
Catalytic Asymmetric Synthesis ◽  
Catalytic Asymmetric ◽  
Proline Derivatives

scholarly journals Catalytic asymmetric synthesis of diazabicyclo[3.1.0]hexanes by 1,3-dipolar cycloaddition of azomethine ylides with azirines

2020 ◽  
Vol 56 (37) ◽  
pp. 5050-5053 ◽  
Author(s):  
Alba Molina ◽  
Sergio Díaz-Tendero ◽  
Javier Adrio ◽  
Juan C. Carretero
Keyword(s):  
Asymmetric Synthesis ◽  
Azomethine Ylides ◽  
Dipolar Cycloaddition ◽  
Catalytic Asymmetric Synthesis ◽  
Catalytic Asymmetric

A practical CuI/(R)-Fesulphos catalyzed 1,3-dipolar cycloaddition of azomethine ylides with azirines has been developed to produce highly valuable enantioenriched diazabicyclo[3.1.0]hexanes.

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