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Synlett 1998; 1998(12): 1387-1389
DOI: 10.1055/s-1998-1976
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Application of the Sonogashira Coupling Reaction to the Stereoselective Synthesis of Chiral 1,3-Dienol Ethers

Patrick H. Dussault* , Darby G. Sloss, David J. Symonsbergen
  • *Department of Chemistry, University of Nebraska-Lincoln, Lincoln, Nebraska 68588-0304, USA; Fax (402) 472-9402; E-mail: dussault@unlinfo.unl.edu
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Publication History

Publication Date:
31 December 2000 (online)

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Sonogashira couplings of 2-iodo enol ethers or ynol ethers provide enynes which undergo semihydrogenation to afford 4-alkyl-1,3-dienol ethers. (1Z,3E), (1E,3Z) and (1Z,3Z)-4-alkyl-1,3-dienol ethers are accessible using this strategy.

coupling reactions - diene - dienol ether - enyne - enynol ether