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Synthesis 1996; 1996(1): 31-33
DOI: 10.1055/s-1996-4168
short paper
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The Use of Diethylzinc for the Generation of Oxyallyl Carbocations from Polybromo Ketones and their Reactions With Substituted Furans

Luiz Cláudio de Almeida Barbosa, John Mann*
  • *Department of Chemistry, University of Reading, RG6 6AD, Reading, UK, Fax +44(1734)31610
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Publication Date:
31 December 2000 (online)

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Oxyallyl carbocations can be generated efficiently using diethylzinc in combination with polybromoketones. These intermediates can be trapped with substituted furan-alcohols to give good yields of polysubstituted 8-oxabicyclo[3.2.1]oct-6-en-3-ones.

[3+4] cycloaddition - oxyallyl carbocation - diethylzinc - polysubstituted 8-oxabicyclo[3.2.1]oct-6-en-3-ones

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