Decarboxylative and dehydrative coupling of dienoic acids and pentadienyl alcohols to form 1,3,6,8-tetraenes

UNCG Author/Contributor (non-UNCG co-authors, if there are any, appear on document)
Mohammed Al-Huniti, Research Scientist (Creator)
Mitchell Croatt, Assistant Professor (Creator)
The University of North Carolina at Greensboro (UNCG )
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Abstract: Dienoic acids and pentadienyl alcohols are coupled in a decarboxylative and dehydrative manner at ambient temperature using Pd(0) catalysis to generate 1,3,6,8-tetraenes. Contrary to related decarboxylative coupling reactions, an anion-stabilizing group is not required adjacent to the carboxyl group. Of mechanistic importance, it appears that both the diene of the acid and the diene of the alcohol are required for this reaction. To further understand this reaction, substitutions at every unique position of both coupling partners was examined and two potential mechanisms are presented.

Additional Information

Journal of Organic Chemistry 2017, 13, 384-392
Language: English
Date: 2017
decarboxylation, diene, dienoate, palladium, pentadienyl, tetraene

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