Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 14, Issue 35, Pages 10876-10886Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.200800904
Keywords
cobalt; enyne coupling; homogeneous catalysis; nickel; reductive coupling
Categories
Funding
- National Science Council of Republic of China [NSC-96-2113M-007-020-MY3]
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Transition-metal-catalyzed coupling of two different C-C pi components through a metallacycle intermediate is a highly atom economical method to construct C-C bonds in organic synthesis. The metal-catalyzed coupling of all alkene and alkyne generally gives an Alder-ene or reductive coupling product. In this article, we focus on the cobalt- and nickel-catalyzed reductive coupling of alkynes, allenes, and alkenes with alkenes. These reductive coupling reactions provide convenient methods for the synthesis of various alkenes, dienes, functionalized alkanes, lactones, lactams, and cyclic alcohols in a highly regio- and stereoselective manner. A chemselective formation of metallacyclopentene intermediate from the two different C-C pi components and a low-valence metal species plays a key role for the high regio- and stereoselectivity of the catalytic reaction.
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