Tetrahedron p. 2881 - 2892 (1986)
Update date:2022-07-29
Topics: Synthesis Reductive Amination Reductive Alkylation Experimental Methods Esters
Hamilton, Robert J.
Mander, Lewis N.
Sethi, S. Paul
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.
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