Enantioselective Synthesis of Axially Chiral Hydroxy Carboxylic Acid Derivatives by Rhodium-Catalyzed [2 + 2 + 2] Cycloaddition

2011 ◽  
Vol 76 (6) ◽  
pp. 1926-1929 ◽  
Author(s):  
Shuichiro Ogaki ◽  
Yu Shibata ◽  
Keiichi Noguchi ◽  
Ken Tanaka
Keyword(s):  
Carboxylic Acid ◽  
Enantioselective Synthesis ◽  
Axially Chiral ◽  
Hydroxy Carboxylic Acid

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>

Catalytic Enantioselective Synthesis of N-C Axially Chiral Phenanthridin-6-one Derivatives

2015 ◽  
Vol 81 (1) ◽  
pp. 318-323 ◽  
Author(s):  
Tomoaki Hirata ◽  
Isao Takahashi ◽  
Yuya Suzuki ◽  
Hiroaki Yoshida ◽  
Hiroshi Hasegawa ◽  
...  
Keyword(s):  
Enantioselective Synthesis ◽  
Axially Chiral

Simultaneous “O–Alkyl” and “O–Acyl” Lactone Cleavages from Hydroxy–Carboxylic Acid Initiators: Direct Access to Multiblock Architectures

2019 ◽  
Vol 52 (17) ◽  
pp. 6382-6392 ◽  
Author(s):  
Bryan Raeskinet ◽  
Sébastien Moins ◽  
Luke Harvey ◽  
Julien De Winter ◽  
Céline Henoumont ◽  
...  
Keyword(s):  
Carboxylic Acid ◽  
Direct Access ◽  
Hydroxy Carboxylic Acid
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