STUDIES ON REDUCTIVE ALKYLATION: SYNTHESIS OF WIELAND-MIESCHER KETONE ANALOGUES BEARING AN OXYGENATED ANGULAR SUBSTITUENT

Article abstract of DOI:10.1016/S0040-4039(01)82080-3

Wieland-Miescher analogues 2a and 2b have been prepared in good yield by a sequence utilising reductive alkylation of the dihydro aromatic ester enolate 7d, which functions as a synthetic equivalent of the dioxo ester 5 anion; these analogues are envisaged as intermediates in a projected synthesis of bruceantin.