4.5 Article

Phosphane-Catalyzed [4+2] Annulation of Allenoates with Ketimines: Synthesis of Sultam-Fused Tetrahydropyridines

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2012, Issue 29, Pages 5723-5728

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201200747

Keywords

Organocatalysis; Heterocycles; Allenes; Phosphanes; Annulation

Funding

  1. National Natural Science Foundation of China (NSFC) [20932008]
  2. Ministry of Science and Technology of China [2011CB808600]
  3. Chinese Academy of Sciences

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Cyclic ketimines were successfully used as electrophiles in phosphane-catalyzed [4+2] annulation reactions with ethyl 2-methyl-2,3-butadienoate to give the corresponding highly substituted tetrahydropyridine derivatives in moderate to good yields (5573?%), and with moderate to excellent regioselectivity.

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