| Abstrakt: |
A convenient regio- and diastereoselective synthesis of functionalized 5a,5b-dihydro-5 H ,13 H -naphtho[1′′,8′′:4′,5′,6′]pentaleno[1′:3,4]pyrrolo[2,1- a ]isoquinolin-5-ones via 1,3-dipolar cycloaddition reaction of 8 H -cyclopenta[a]acenaphthylen-8-ones with carbonyl-stabilized isoquinolinium N -ylides, is described. Based on DFT calculations at b3lyp/6-311+g(d,p) level of theory, a nonconcerted mechanism is proposed to explain the regioselectivity of this reaction. The structure of a typical product was confirmed by X-ray crystallographic analysis. [ABSTRACT FROM AUTHOR] |
