ZIRCONOCENE-MEDIATED SYNTHESIS OF 3,4-DISUBSTITUTED PIPERIDINES AND REDUCED ISOQUINOLINES

Citation
Mi. Kemp et al., ZIRCONOCENE-MEDIATED SYNTHESIS OF 3,4-DISUBSTITUTED PIPERIDINES AND REDUCED ISOQUINOLINES, Synthesis, 1998, pp. 557-568
Citations number
43
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00397881
Year of publication
1998
Pages
557 - 568
Database
ISI
SICI code
0039-7881(1998):<557:ZSO3PA>2.0.ZU;2-K
Abstract
Intramolecular cocyclisation of 4-azaocta-1,7-dienes, -1-en-7-ynes, -7 -en-1-ynes and -1,7-diynes using 'zirconocene' equivalents affords 3-a za-8-zirconabicyclo[4.3.0]nonanes, -6-enes, -9-enes or -6,9-dienes. Pr otonolysis, iodinolysis, or carbonylation of these complexes affords 3 ,4-disubstituted piperidines. Exocyclic 1,3-dienes formed from the cou pling/protonolysis of 4-azaocta-1,7-diynes react with activated dienop hiles to yield reduced isoquinolines.