Practical Enantioselective Synthesis of Endothelin Antagonist S-1255 by Dynamic Resolution of 4-Methoxychromene-3-carboxylic Acid Intermediate

2002 ◽  
Vol 67 (22) ◽  
pp. 7741-7749 ◽  
Author(s):  
Toshiro Konoike ◽  
Ken-ichi Matsumura ◽  
Tadahiko Yorifuji ◽  
Shoji Shinomoto ◽  
Yutaka Ide ◽  
...  
Keyword(s):  
Carboxylic Acid ◽  
Enantioselective Synthesis ◽  
Dynamic Resolution ◽  
Endothelin Antagonist

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 Substituted Pyrrolidines by Dynamic Resolution

2002 ◽  
Vol 41 (20) ◽  
pp. 3887-3889 ◽  
Author(s):  
Iain Coldham ◽  
Samuel Dufour ◽  
Thomas F. N. Haxell ◽  
Steven Howard ◽  
Graham P. Vennall
Keyword(s):  
Enantioselective Synthesis ◽  
Dynamic Resolution

Rapid Development of an Enantioselective Synthesis of (R)-1-Hydroxy-7-methoxy-1,2,3,4-tetrahydronaphthalene-1-carboxylic Acid

2003 ◽  
Vol 7 (2) ◽  
pp. 198-201 ◽  
Author(s):  
Debra Ainge ◽  
David Ennis ◽  
Malin Gidlund ◽  
Marijan Stefinovic ◽  
Luis-Manuel Vaz
Keyword(s):  
Carboxylic Acid ◽  
Rapid Development ◽  
Enantioselective Synthesis
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