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

Beckie E. Takacs; James M. Takacs

doi:10.1016/0040-4039(90)80168-L

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

Beckie E. Takacs, James M. Takacs

Chemistry

Research output: Contribution to journal › Article

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 language	English (US)
Pages (from-to)	2865-2868
Number of pages	4
Journal	Tetrahedron Letters
Volume	31
Issue number	20
DOIs	https://doi.org/10.1016/0040-4039(90)80168-L
State	Published - 1990

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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E. Takacs, B., & M. Takacs, J. (1990). Catalytic iron-mediated ene carbocyclizations of trienes: The stereoselecitve preparation of N-acylpiperidines. Tetrahedron Letters, 31(20), 2865-2868. https://doi.org/10.1016/0040-4039(90)80168-L

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