Tetrahedron p. 6911 - 6920 (1988)
Update date:2022-08-11
Topics:
Kirby, Anthony J.
Percy, Jonathan M.
8-Lithio-1-methoxynaphthalene is acylated and alkylated to give 8-CO2H, COCH3 and Me2C(OH) derivatives in only poor yields.Methyl lithium does not add to the 8-acetyl compound, converting it instead to the lithium enolate.Compounds with secondary or tertiary alkyl peri-substituents undergo rapid protodealkylation, and are readily reduced to tetralins by H2/Pd at atmospheric pressure.
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(1987)
