Intramolecular [4 + 2] Cycloaddition Reactions of Conjugated Ynones. Formation of Polycyclic Furans via the Generation and Rearrangement of Strained Heterocyclic Allenes

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This article has been cited by 21 ACS Journal articles (5 most recent appear below).

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  Concerted vs Stepwise Mechanisms in Dehydro-Diels–Alder Reactions

  Aida Ajaz, Alexander Z. Bradley, Richard C. Burrell, William Hoi Hong Li, Kimberly J. Daoust, Laura Boddington Bovee, Kenneth J. DiRico, and Richard P. Johnson
  The Journal of Organic Chemistry2011 76 (22), 9320-9328

  • Concerted vs Stepwise Mechanisms in Dehydro-Diels–Alder Reactions

    Aida Ajaz, Alexander Z. Bradley, Richard C. Burrell, William Hoi Hong Li, Kimberly J. Daoust, Laura Boddington Bovee, Kenneth J. DiRico, and Richard P. Johnson
    The Journal of Organic Chemistry2011 76 (22), 9320-9328

    The Diels–Alder reaction is not limited to 1,3-dienes. Many cycloadditions of enynes and a smaller number of examples with 1,3-diynes have been reported. These “dehydro”-Diels–Alder cycloadditions are one class of dehydropericyclic reactions which have ...

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• 

  Direct Synthesis of Fused Indoles by Gold-Catalyzed Cascade Cyclization of Diynes

  Kimio Hirano, Yusuke Inaba, Naoya Takahashi, Masanao Shimano, Shinya Oishi, Nobutaka Fujii, and Hiroaki Ohno
  The Journal of Organic Chemistry2011 76 (5), 1212-1227

  • Direct Synthesis of Fused Indoles by Gold-Catalyzed Cascade Cyclization of Diynes

    Kimio Hirano, Yusuke Inaba, Naoya Takahashi, Masanao Shimano, Shinya Oishi, Nobutaka Fujii, and Hiroaki Ohno
    The Journal of Organic Chemistry2011 76 (5), 1212-1227

    A direct, concise, and atom-economical synthetic method for the generation of fused indoles, using a gold-catalyzed cascade cyclization of diynes, has been developed. The reaction gave various fused indoles, such as aryl-annulated[a]carbazoles, ...

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• 

  Cyano Diels−Alder and Cyano Ene Reactions. Applications in a Formal [2 + 2 + 2] Cycloaddition Strategy for the Synthesis of Pyridines

  Takeo Sakai and Rick L. Danheiser
  Journal of the American Chemical Society2010 132 (38), 13203-13205

  • Cyano Diels−Alder and Cyano Ene Reactions. Applications in a Formal [2 + 2 + 2] Cycloaddition Strategy for the Synthesis of Pyridines

    Takeo Sakai and Rick L. Danheiser
    Journal of the American Chemical Society2010 132 (38), 13203-13205

    Two metal-free, formal [2 + 2 + 2] cycloaddition strategies for the construction of polycyclic pyridine derivatives are described that proceed via pericyclic cascade mechanisms featuring the participation of unactivated cyano groups as enophile and ...

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• 

  Formal [2 + 2 + 2] Cycloaddition Strategy Based on an Intramolecular Propargylic Ene Reaction/Diels−Alder Cycloaddition Cascade

  Julia M. Robinson, Takeo Sakai, Katsuhiko Okano, Takafumi Kitawaki and Rick L. Danheiser
  Journal of the American Chemical Society2010 132 (32), 11039-11041

  • Formal [2 + 2 + 2] Cycloaddition Strategy Based on an Intramolecular Propargylic Ene Reaction/Diels−Alder Cycloaddition Cascade

    Julia M. Robinson, Takeo Sakai, Katsuhiko Okano, Takafumi Kitawaki and Rick L. Danheiser
    Journal of the American Chemical Society2010 132 (32), 11039-11041

    A formal, metal-free, [2 + 2 + 2] cycloaddition strategy is described based on a cascade of two pericyclic processes. The first step involves an intramolecular propargylic ene reaction of a 1,6-diyne to generate a vinylallene, which then reacts in an ...

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• 

  Preparation of Tethered Aldehyde Ynoates and Ynones by Ring Fragmentation of Cyclic γ-Oxy-β-hydroxy-α-diazo Carbonyls

  Ali Bayir, Cristian Draghici and Matthias Brewer
  The Journal of Organic Chemistry2010 75 (2), 296-302

  • Preparation of Tethered Aldehyde Ynoates and Ynones by Ring Fragmentation of Cyclic γ-Oxy-β-hydroxy-α-diazo Carbonyls

    Ali Bayir, Cristian Draghici and Matthias Brewer
    The Journal of Organic Chemistry2010 75 (2), 296-302

    Cyclic γ-oxy-β-hydroxy-α-diazo carbonyls undergo Lewis acid induced ring fragmentation to provide either ynoates or ynones tethered to an aldehyde, ketone, or ester. The fragmentation precursors are convenient to prepare by adding lithiated α-diazo ...

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