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Synlett 1997; 1997(3): 279-280
DOI: 10.1055/s-1997-782
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A Convenient Method for Olefination of vic-Diols by Lithium Iodide via Cyclic Sulfates

Doo Ok Jang1 , Yung Hyup Joo2
  • 1Department of Chemistry, Yonsei University, Wonju 222-710, Korea, Fax 82 371 763 4323; dojang@dragen.yonsei.ac.kr
  • 2Pacific Corporation, Pharmaceutical Research Institute, Kyounggi-do 449-900, Korea
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Publikationsdatum:
31. Dezember 2000 (online)

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Reaction of cyclic sulfates of vic-diols with lithium iodide in acetone produced the corresponding olefins in excellent isolated yields at low temperature. Cyclic sulfates of trans-diols gave trans-alkenes exclusively. Cyclic sulfates of cis-diols gave a mixture of cis- and trans-alkenes. The reaction offers mild conditions and easy work-up procedures.

cyclic sulfate - olefin - diol - lithium iodide