4 + 2] Cyclocondensation reactions of tungsten-dihydropyridine complexes and the generation of tri- and tetrasubstituted piperidines |
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| Authors: | Harrison Daniel P Iovan Diana A Myers William H Sabat Michal Wang Sisi Zottig Victor E Harman W Dean |
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| Institution: | Department of Chemistry, University of Virginia, Charlottesville, Virginia 22904, United States. |
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| Abstract: | A new method for the preparation of functionalized piperidines is described in which various dihydropyridine (DHP) complexes of {TpW(NO)(PMe(3))} that are derived from pyridine-borane undergo 4 + 2] cyclocondensation with enones, enals, nitrosobenzene, and several isocyanates to form 2.2.2] bicyclic species. In several cases the diazabicyclooctene products derived from DHP complexes and isocyanates can be further elaborated into novel syn-2,5-disubstituted and 2,3,6-trisubstituted piperidinamides. |
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