80900-45-4Relevant academic research and scientific papers
IMPROVED METHODS FOR THE REDUCTIVE ALKYLATION OF METHOXYBENZOIC ACIDS AND ESTERS: APPLICATION TO THE SYNTHESIS OF BICYCLIC KETONES
Hamilton, Robert J.,Mander, Lewis N.,Sethi, S. Paul
, p. 2881 - 2892 (2007/10/02)
A series of methoxybenzoic acids and esters was reduced by metal-ammonia solutions and the resulting 1,4-dihydro products were either alkylated subsequently.Three different types of alkyl iodies were employed to introduce the elements of a butanone or pentanone side-chain as a prelude to adding a fused six-membered ring, thereby completing the preparation of several analogues of the Wieland-Miescher ketone 4a in which the angular substituent was oxygenated.
STUDIES ON REDUCTIVE ALKYLATION: SYNTHESIS OF WIELAND-MIESCHER KETONE ANALOGUES BEARING AN OXYGENATED ANGULAR SUBSTITUENT
Mander, L. N.,Hamilton, R. J.
, p. 4115 - 4118 (2007/10/02)
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.
