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Synlett 2000; 2000(6): 0835-0837
DOI: 10.1055/s-2000-6714
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The Use of 1,4-Dichlorobut-2-ene as a Synthetic Equivalent of 4-Bromo-but-1-ene

Gregory Hughes* , Mark Lautens, Jingxiao Wu
  • *Department of Chemistry, University of Toronto, 80 St. George St., Toronto, Ontario, Canada, M5S 3H6; E-mail: mlautens@alchemy.chem.utoronto.ca
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Publication History

Publication Date:
31 December 2000 (online)

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We report a convenient two step strategy for the attachment of but-3-enyl groups to nucleophiles. Dichloride 3 is used to introduce the 3-chlorobut-2-enyl group which is converted to the desired terminal olefin with excellent regioselectivity by a Pd catalyzed formate reduction.

alkenes - allylations - amino acids - lactones - palladium catalysis

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