A directed metalation of N-tert-butyl-N-methyl-2-methoxybenzamide. Short syntheses of 2-methoxy-6-methylbenzoic acid and lunularic acid

作者: David B. Reitz , Steven M. Massey

DOI: 10.1021/JO00291A058

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摘要: N-tert-Butyl-N-methyl-2-methoxybenzamide (11) undergoes directed metalation and reaction with methyl iodide to provide N-tert-butyl-N-methyl-2-methoxy-6-methylbenzamide (10) in 98% yield. The potential synthetic usefulness of N-tert-butyl-N-methylbenzamides syntheses was further demonstrated by the synthesis lunularic acid (12) 51% overall yield from 11

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