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Synlett 1995; 1995(SI): 503-504
DOI: 10.1055/s-1995-5274
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Reactions of the Lithium Dienolate of 2,5-Dimethyl-3(2H)-furanone with Unsaturated Compounds

Drury Caine* , Richard F. Collison
  • *Department of Chemistry, University of Alabama, Tuscaloosa, AL 35487
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Publication History

Publication Date:
31 December 2000 (online)

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The lithium dienolate 2 of 2,5-dimethyl-3(2H)-furanone (1) was reacted with alkenes substituted with moderately and strongly electron withdrawing groups to give 7-oxabicyclo[2.2.1]heptanone derivatives. When strongly electron withdrawing groups were present, the reactions occurred under very mild conditions.

3(2H)-Furanone - Lithium dienolate - Diels-Alder Reaction