Issue 0, 1983

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.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1983, 1649-1651

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

G. Casiraghi, G. Sartori, G. Casnati and F. Bigi, J. Chem. Soc., Perkin Trans. 1, 1983, 1649 DOI: 10.1039/P19830001649

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