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Synlett 1998; 1998(8): 888-890
DOI: 10.1055/s-1998-1788
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Synthesis of Dihydropyrans via Pd-Catalyzed Cyclization of 2-Allyl-1,3-dicarbonyl Compounds and Vinylic Triflates or Halides

Sandro Cacchi* , Giancarlo Fabrizi, Richard C. Larock, Paola Pace, Vasavi Reddy
  • *Dipartimento di Studi di Chimica e Tecnologia delle Sostanze Biologicamente Attive, Università "La Sapienza", P.le A. Moro 5, 00185 Roma, Italy; Fax + 39(6)4991.2780; E-mail: cacchi@axrma.uniroma1.it
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Publication Date:
31 December 2000 (online)

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The palladium-catalyzed reaction of 2-allyl-1,3-dicarbonyl compounds with vinylic triflates or halides affords dihydropyran derivatives, most probably through the intermediacy of η 3-allylpalladium complexes that undergo an intramolecular nucleophilic attack by the oxygen.

dihydropyrans - palladium catalysis - cyclization - vinyl triflates - vinyl halides

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