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Synlett 1994; 1994(2): 149-151
DOI: 10.1055/s-1994-22773
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Synthesis of Allenes by Palladium-Catalyzed Cross-Coupling Reaction of Organoboron Compounds with Propargylic Carbonates: Transmetallation of Organoboron Compounds with (Alkoxo)palladium Complexes Under Neutral Conditions

Tsukasa Moriya* , Norio Miyaura, Akira Suzuki
  • *Department of Applied Chemistry, Faculty of Engineering, Hokkaido University, Sapporo 060, Japan
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Publication Date:
22 March 2002 (online)

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The palladium-catalyzed cross-coupling reaction of propargylic carbonates with organoboron compounds such as 1-alkenyl, 1-alkynyl, and arylboronic acids or their esters and 9-alkyl-9-BBN produced allene derivatives in high yields. The electronic effects on the boron-palladium transmetallation reaction which proceeds through (alkoxo)palladium(II) intermediates are also discussed.