4.8 Article

Synthesis of a Novel Polyhydroxylated Salicylic Acid Lactone Framework

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ORGANIC LETTERS
卷 11, 期 4, 页码 871-874

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AMER CHEMICAL SOC
DOI: 10.1021/ol802852r

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  1. Government of Ireland Postdoctoral Fellowship (Irish Research Council for Science, Engineering and Techology) and Science Foundation Ireland [PI/IN1/B966, 03/IBN/B352]

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The facile preparation of a novel 8-membered poly hydroxylated salicylic acid lactone from 2,6-dihydroxybenzoic acid and sodium thio-D-glucose is described. The key step involved a sodium hydride promoted intramolecular lactonization in the presence of excess TMSCl, which led to isolation of the natural product like lactone.

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