Tetrahedron

Enantioselective syntheses of 2-arylpropanoic acid non-steroidal antiinflammatory drugs and related compounds.

DPG Hamon, RA Massy-Westropp, JL Newton

Index: Hamon, David P.G.; Massy-Westropp, Ralph A.; Newton, Josephine L. Tetrahedron, 1995 , vol. 51, # 46 p. 12645 - 12660

Full Text: HTML

Citation Number: 19

Abstract

(S)-2-[4′-(2 ″-Methylpropyl) phenylpropanoic acid (ibuprofen) and (S)-2-(3′- benzoylphenyl) propanoic acid (ketoprofen) have been synthesised in high enantiomeric excess. Control of stereochemistry was achieved by a combination of Sharpless epoxidalion followed by catalytic hydrogenolysis of the introduced benzylic epoxide oxygen bond. Also, the coupling of organic compounds in the presence of palladium with enantiopure 2-(3- ...

Related Articles:

Highly efficient enantioselective synthesis of optically active carboxylic acids by Ru (OCOCH3) 2 [(S)-H8-BINAP]

[Uemura, Toshitsugi; Zhang, Xiaoyoung; Matsumura, Kazuhiko; Sayo, Noboru; Kumobayashi, Hidenori; Ohta, Tetsuo; Nozaki, Kyoko; Takaya, Hidemasa Journal of Organic Chemistry, 1996 , vol. 61, # 16 p. 5510 - 5516]

Polymer-supported chiral catalysts with positive support effects

[Fan, Qing-Hua; Wang, Rui; Chan, Albert S.C Bioorganic and Medicinal Chemistry Letters, 2002 , vol. 12, # 14 p. 1867 - 1871]

An effective kinetic resolution of racemic α-arylpropanoic acids, α-arylbutanoic acids, and β-substituted-α-arylpropanoic acids with bis (9-phenanthryl) methanol as a …

[Nakata, Kenya; Onda, Yu-Suke; Ono, Keisuke; Shiina, Isamu Tetrahedron Letters, 2010 , vol. 51, # 43 p. 5666 - 5669]

Enzymatic resolution of (RS)-2-arylpropionic acid thioesters by Candida rugosa lipase-catalyzed thiotransesterification or hydrolysis in organic solvents

[Chang, Chun-Sheng; Tsai, Shau-Wei; Lin, Chun-Nan Tetrahedron Asymmetry, 1998 , vol. 9, # 16 p. 2799 - 2807]

Tunable phosphinite, phosphite and phosphoramidite ligands for the asymmetric hydrovinylation reactions

[Park, Haengsoon; Kumareswaran, Ramaiah; RajanBabu Tetrahedron, 2005 , vol. 61, # 26 p. 6352 - 6367]

More Articles...