A New Two-Step Synthesis of Quinolone Alkaloids Based on the Regioselective Addition of Organometallic Reagents to 4-Silyloxyquinolinium Triflates

Article abstract of DOI:10.1055/s-1997-758

Organolithium- as well as Grignard reagents regioselectively add to N-protected 4-silyloxyquinolinium triflates with yields ranging from 38 to 93 %; the Cbz-protected C-2 adducts are easily transformed in a single operation to give the corresponding 2-substituted 4-quinolones in nearly quantitative yields.