TY - JOUR
T1 - Catalytic iron-mediated ene carbocyclizations of trienes
T2 - The stereoselecitve preparation of N-acylpiperidines
AU - E. Takacs, Beckie
AU - M. Takacs, James
PY - 1990
Y1 - 1990
N2 - 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.
AB - 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.
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U2 - 10.1016/0040-4039(90)80168-L
DO - 10.1016/0040-4039(90)80168-L
M3 - Article
AN - SCOPUS:0025300503
VL - 31
SP - 2865
EP - 2868
JO - Tetrahedron Letters
JF - Tetrahedron Letters
SN - 0040-4039
IS - 20
ER -