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The sample used in this work has been prepared starting from 1-iodo-2-naphthol, 2-iodo-3-methoxyphenol and (R,R)-2,4-pentanediol, according to Scheme 1. The experimental procedure for the synthesis of 2-iodo-3-methoxyphenol has been improved by changing anisol into the corresponding methoxymethyl ether before the lithiation-iodination step. Despite the additional protection-deprotection steps, the new procedure affords a significantly higher total yield with respect to the previously published direct lithiation-iodination of anisol. For model procedures see:
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The sample used in this work has been prepared starting from 1-iodo-2-naphthol, 2-iodo-3-methoxyphenol and (R,R)-2,4-pentanediol, according to Scheme 1. The experimental procedure for the synthesis of 2-iodo-3-methoxyphenol has been improved by changing anisol into the corresponding methoxymethyl ether before the lithiation-iodination step. Despite the additional protection-deprotection steps, the new procedure affords a significantly higher total yield with respect to the previously published direct lithiation-iodination of anisol. For model procedures see: Winkle M.R., Ronald R.C. J. Org. Chem. 47:1982;2101-2108
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3843114095
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note
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Dihedral angles have been calculated by using the CAChe MM2 molecular modeling software
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25
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