期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 26, 期 53, 页码 12129-12133出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.202001697
关键词
alkynes; cobalt; enynes; hydroalkynylation; stereoselectivity
资金
- Projekt DEAL
A diastereoselective hydroalkynylation of terminal alkynes to form the head-to-head dimerization products by two different cobalt-phosphine catalyst system is reported. The use of the bidentate ligand dppp and additional triphenylphosphine led to the selective formation of the(E)-1,3-enynes (E:Z>99:1) in good to excellent yields, while the tridentate ligand TriPhos led to the corresponding (Z)-1,3-enynes in moderate to good yields with excellent stereoselectivities (up toE:Z=1:99). Both pre-catalysts are easy to handle, because of their stability under atmospheric conditions. The optimized reaction conditions were identified by the Design of Experiments (DoE) approach, which has not been used before in cobalt-catalysed reaction optimisation. DoE decreased the number of required reactions to a minimum.
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