Alkynylboronic Esters as Efficient Dienophiles in Cobalt-Catalyzed Diels-Alder Reactions
Gerhard Hilt*, Konstantin I. Smolko
*Fachbereich Chemie, Philipps-Universität Marburg, Hans-Meerwein-Straße,
35043 Marburg, Deutschland, Email: hilt
chemie.uni-marburg.de
G. Hilt, K. I. Smolko, Angew. Chem. Int. Ed., 2003, 42, 2795-2797.


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Abstract
The cobalt-catalyzed Diels-Alder reaction of alkynyl pinacol boronic esters with various dienes generates cycloadducts in very good regioselectivity. A reaction sequence (Diels-Alder reaction, Suzuki coupling, DDQ oxidation) was successfully performed as a one pot operation without isolation of the intermediates.


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Key Words
alkynes, boron compounds, Diels-Alder Reaction, dihydroaromatic compounds, arenes, Suzuki reaction, boronates, DDQ
ID: J06-Y2003-110
