LITHIUM IODIDE PROMOTED REARRANGEMENT OF DOUBLE ACTIVATED ALKENYLCYCLOPROPANES TO CYCLOPENTENES OR 1,3-DIENES

Heating of bicyclic alkenylcyclopropanes 2a-g in DMF with LiI results in good yields of cyclopentenes or conjugated dienes depending on a substrate structure.

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Bibliographic Details
Published inTetrahedron letters Vol. 32; no. 35; pp. 4591 - 4594
Main Authors KASATKIN, AN, KULAK, AN, TOLSTIKOV, GA, SHITIKOVA, OV
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier 1991
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
1-ETHOXYCARBONYL-4-METHYL-6-ALKENYL-3-OXABICYCLO[3.1.0] HEXAN-2-ONES
REARRANGEMENT
1-ETHOXYCARBONYL-4-METHYL-3-OXABICYCLO-[3.3.0]OCT-6-EN-2-ONES
LITHIUM IODIDE
3-(1,3-ALKADIENYL)-4-METHYL-BUTANOLIDES
VINYLCYCLOPROPANES
CYCLOPROPANES
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Summary:Heating of bicyclic alkenylcyclopropanes 2a-g in DMF with LiI results in good yields of cyclopentenes or conjugated dienes depending on a substrate structure.
ISSN:0040-4039
DOI:10.1016/0040-4039(91)80047-A