Bioorganic & medicinal chemistry

Synthesis and structure–activity relationship studies of 3-biaryl-8-oxabicyclo [3.2. 1] octane-2-carboxylic acid methyl esters

L Torun, BK Madras, PC Meltzer

Index: Torun, Lokman; Madras, Bertha K.; Meltzer, Peter C. Bioorganic and Medicinal Chemistry, 2012 , vol. 20, # 8 p. 2762 - 2772

Full Text: HTML

Citation Number: 2

Abstract

Stille cross coupling protocols were utilized for the synthesis of 3-(biaryl)-8-oxabicyclo [3.2. 1] oct-2-ene-2-carboxylic acid methyl esters, which furnished products in high yields where in some cases Suzuki coupling under the conditions utilized provided complex reaction mixture. Samarium iodide reduction of the resulting coupling products produced both of the 2β-carbomethoxy-3-biaryl-8-oxabicyclo [3.2. 1] octane diastereomers and the 2α- ...

Related Articles:

Palladium-catalyzed decarboxylative cross-coupling reaction between heteroaromatic carboxylic acids and aryl halides

[Bilodeau, Francois; Brochu, Marie-Christine; Guimond, Nicolas; Thesen, Kris H.; Forgione, Pat Journal of Organic Chemistry, 2010 , vol. 75, # 5 p. 1550 - 1560]

Visible Light-mediated Direct Arylation of Arenes and Heteroarenes Using Diaryliodonium Salts in the Presence and Absence of a Photocatalyst

[Tobisu, Mamoru; Furukawa, Takayuki; Chatani, Naoto Chemistry Letters, 2013 , vol. 42, # 10 p. 1203 - 1205]

Palladium-catalyzed decarboxylative cross-coupling reaction between heteroaromatic carboxylic acids and aryl halides

[Bilodeau, Francois; Brochu, Marie-Christine; Guimond, Nicolas; Thesen, Kris H.; Forgione, Pat Journal of Organic Chemistry, 2010 , vol. 75, # 5 p. 1550 - 1560]

Palladium-catalyzed decarboxylative cross-coupling reaction between heteroaromatic carboxylic acids and aryl halides

[Bilodeau, Francois; Brochu, Marie-Christine; Guimond, Nicolas; Thesen, Kris H.; Forgione, Pat Journal of Organic Chemistry, 2010 , vol. 75, # 5 p. 1550 - 1560]

Palladium-catalyzed decarboxylative cross-coupling reaction between heteroaromatic carboxylic acids and aryl halides

[Bilodeau, Francois; Brochu, Marie-Christine; Guimond, Nicolas; Thesen, Kris H.; Forgione, Pat Journal of Organic Chemistry, 2010 , vol. 75, # 5 p. 1550 - 1560]

More Articles...