Unusual Friedel–Crafts reactions. Part 7. Synthesis of α-(2-hydroxyphenyl)ethyl lactates and their reductive cyclization to 3-methyl-2,3-dihydrobenzofuran-2-ols
Abstract
A mild procedure has been developed where α-(2-hydroxyphenyl)ethyl lactates (3), obtained via aluminium trichloride-promoted ortho-specific alkylation of lithium phenolates (1) with ethyl pyruvate (2), are reductively cyclized to racemic 3-methyl-2,3-dihydrobenzofuran-3-ols (4) in high yields and purity.
Please wait while we load your content...