Syntheses of 5-, 7-, and 8-Methoxy-3-methyl-2-tetralone

Article abstract of DOI:10.1021/jo00376a038

Two efficient syntheses of 5-methoxy- and 8-methoxy-3-methyl-2-tetralone and the synthesis of the 7-methoxy isomer via a different route are described.Also reported is the synthesis of 8-methoxy-3,3-dimethyl-2-tetralone.The regioselectivity of lithium carbanion formation in 1,6-, 1,7-, and 2,7-dihydroxynaphthalene is discussed.The latter compound undergoes dimetalation more easily than the other isomers.