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
- 1 January 1983
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- p. 1649-1651
- https://doi.org/10.1039/p19830001649
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.Keywords
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