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Synlett 1991; 1991(10): 687-688
DOI: 10.1055/s-1991-34783
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Synthesis of Functionalized Organotin Compounds via Palladium-Catalyzed Cross-Coupling Reaction of Aryl or 1-Alkenyl Halides with 9-(ω-Stannylalkyl)-9-borabicyclo[3.3.1]nonanes

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

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In the presence of Pd-catalyst [PdCl2(dppf) or Pd(PPh3)4] and K3PO4 as base, aryl and 1-alkenyl bromides (9 examples) react with 9-[R3Sn(CH2)n]-9-BBN (n=2, 3, and 4) (2), obtained by hydroboration of ω-stannyl-1-alkenes (1) with 9-borabicyclo-[3.3.1]nonane (9-BBN), to give high yields of corresponding products coupled by cleavage of the C-B bond.