Catalytic iron-mediated ene carbocyclizations of trienes: The stereoselecitve preparation of N-acylpiperidines

Beckie E. Takacs, James M. Takacs

Research output: Contribution to journalArticle

39 Scopus citations

Abstract

5- and 6-Aza-(2Z,8E)-2,8,10-undecatriene and a 6-aza-(3Z,9E)-3,9,11-dodecatriene derivatives, substrates containing a nitrogen atom in the chain connecting the 1,3-diene and alkene functionalities, undergo efficient, stereoselective [4+4]-ene carbocyclization to yield trans-disubstituted N-acylpiperidines. In contrast, the corresponding (2Z,8Z)-diastereonmer yields predominantly the corresponding cis isomer.

Original languageEnglish (US)
Pages (from-to)2865-2868
Number of pages4
JournalTetrahedron Letters
Volume31
Issue number20
DOIs
StatePublished - 1990

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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