Cycloisomerization of Olefinic Carboxylic Acids Catalyzed by Trifluoromethanesulfonic Acid

2005 ◽  
Vol 35 (1) ◽  
pp. 153-160 ◽  
Author(s):  
Lydie Coulombel ◽  
Elisabet Duñach
Keyword(s):  
Carboxylic Acids ◽  
Trifluoromethanesulfonic Acid

Efficient direct ester condensation between equimolar amounts of carboxylic acids and alcohols catalyzed by trifluoromethanesulfonic acid (TfOH) in Solkane365mfc

RSC Advances ◽  
2013 ◽  
Vol 3 (12) ◽  
pp. 3848 ◽  
Author(s):  
Xiu-Hua Xu ◽  
Ayaka Azuma ◽  
Misaki Taniguchi ◽  
Etsuko Tokunaga ◽  
Norio Shibata
Keyword(s):  
Carboxylic Acids ◽  
Trifluoromethanesulfonic Acid ◽  
Ester Condensation

A convenient preparative method for 1,4-diketones from carboxylic acids

1977 ◽  
Vol 27 (1) ◽  
pp. 117-120
Author(s):  
Shoji Watanabe ◽  
Tsutomu Fujita ◽  
Kyoichi Suga ◽  
Haruhiko Abe
Keyword(s):  
Carboxylic Acids ◽  
Preparative Method

Probing The Resolution of 2-Alkoxy and 2-Aryloxy Carboxylic Acids

2006 ◽  
Author(s):  
Jason Eames ◽  
Ewan Boyd ◽  
Sameer Chavda
Keyword(s):  
Carboxylic Acids

Ligand-Enabled γ-C(sp3)–H Olefination of Free Carboxylic Acids

2020 ◽  
Author(s):  
Kiron Kumar Ghosh ◽  
Alexander Uttry ◽  
Francesca Ghiringhelli ◽  
Arup Mondal ◽  
Manuel van Gemmeren
Keyword(s):  
Reaction Mechanism ◽  
Carboxylic Acids ◽  
Michael Addition ◽  
Kinetic Studies ◽  
Wide Range ◽  
Palladium Catalyzed

We report the ligand enabled C(sp3)–H activation/olefination of free carboxylic acids in the γ-position. Through an intramolecular Michael-addition, δ-lactones are obtained as products. Two distinct ligand classes are identified that enable the challenging palladium-catalyzed activation of free carboxylic acids in the γ-position. The developed protocol features a wide range of acid substrates and olefin reaction partners and is shown to be applicable on a preparatively useful scale. Insights into the underlying reaction mechanism obtained through kinetic studies are reported.<br>

Reversing Reactivity: Stereoselective Desulfurative β-O-Glycosylation of Anomeric Thiosugars with Carboxylic Acids Under Copper or Cobalt Catalysis

2019 ◽  
Author(s):  
Samir Messaoudi ◽  
Nedjwa Bennai ◽  
Amelie Chabrier ◽  
Maha Fatthalla ◽  
Expédite Yen-Pon ◽  
...  
Keyword(s):  
Carboxylic Acids ◽  
Late Stage ◽  
Catalytic Amount ◽  
Broad Scope ◽  
Wide Range ◽  
Glycosylation Reaction

We have discovered a new mode of reactivity of 1-thiosugars in the presence of Cu(II) or Co(II) for a stereoselective <i>O</i>-glycosylation reaction. The process involves the use of a catalytic amount of Cu(acac)2 or Co(acac)2 and Ag2CO3 as an oxidant in α,α,α-trifluorotoluene (TFT). Moreover, this protocol turned out to have a broad scope, allowing to prepare a wide range of com-plex substituted <i>O</i>-glycoside esters in good to excellent yields with an exclusive β-selectivity. The late-stage modification of phar-maceuticals by this method was also demonstrated.

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