1 / 15

New Developments in Pd(II) - Catalysed Cyclisations of Aminoalkenitols

New Developments in Pd(II) - Catalysed Cyclisations of Aminoalkenitols. Dr. Peter Szolcsányi Department of Organic Chemistry S lovak U niversity of Technology Bratislava , Slovak Republic. Pd(II)-Catalysed chlorocyclisation and N , O -bicyclisation of polyhydroxylated aminoalkenitols.

jeslyn
Download Presentation

New Developments in Pd(II) - Catalysed Cyclisations of Aminoalkenitols

An Image/Link below is provided (as is) to download presentation Download Policy: Content on the Website is provided to you AS IS for your information and personal use and may not be sold / licensed / shared on other websites without getting consent from its author. Content is provided to you AS IS for your information and personal use only. Download presentation by click this link. While downloading, if for some reason you are not able to download a presentation, the publisher may have deleted the file from their server. During download, if you can't get a presentation, the file might be deleted by the publisher.

E N D

Presentation Transcript

  1. New Developments inPd(II)-Catalysed Cyclisationsof Aminoalkenitols Dr. Peter Szolcsányi Department of Organic Chemistry Slovak University of Technology Bratislava, Slovak Republic

  2. Pd(II)-Catalysed chlorocyclisation and N,O-bicyclisation of polyhydroxylated aminoalkenitols

  3. Synthetic versatility of chloromethyl piperidines

  4. Where did the idea come from ? P. Szolcsányiet al.: Tetrahedron: Asymmetry 2000, 11, 2579-2597.

  5. Known precedents of Pd(II)/CuCl2-catalysed chloroaminocyclisation M. Wada, H. Aiura, K. Akiba: Heterocycles1987, 26, 929-934. A. Lei, X. Lu, G. Liu:Tetrahedron Lett.2004, 45, 1785-1788.

  6. Preparation of substrates - D-glucocompound

  7. Preparation of substrates - D-galactocompound

  8. Pd(II)/CuCl2-catalysed chlorocyclisation-D-gluco serie

  9. Pd(II)/CuCl2-catalysed chlorocyclisation-D-galacto serie

  10. Mechanistic proposal of the Pd(II)/CuCl2-catalysed chloroaminocyclisation and bicyclisation

  11. Synthesis of new analogues of iminoalditols H. Takahata, Y. Banba, H. Ouchi, H. Nemoto: Org. Lett. 2003, 5, 2527-2529.

  12. New type of the Pd(II)/CuCl2-catalysed bicyclisation ??? Preparation of model substrate for the bicyclisation Analogous to: T. M. Cokley et al.: Tetrahedron Lett. 1996, 37, 1905-1908.

  13. Model screening of Pd(II)/CuCl2-catalysed bicyclisation

  14. Mechanistic proposal of Pd(II)/CuCl2-catalysed bicyclisation P. Szolcsányi, T. Gracza: Chem. Commun. 2005, 3948-3950.

  15. Acknowledgments Generous support Prof. Dr. Tibor Gracza HPLC Dr. Katarína Hroboňová NMR Dr. Naďa Prónayová IR Ms. Silvia Markusová MALDI Dr. Ivan Špánik Grant APVT-20-000904

More Related