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Issue 14, 2005
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Novel chemoselective tosylation of the alcoholic hydroxyl group of syn-α,β-disubstituted β-hydroxy carboxylic acids

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Abstract

β-Hydroxy acids were readily converted into β-tosyloxy acids (hydroxyl group activation) in moderate to excellent yields via the O,O-dianions generated by treatment with methyllithium and thus make it possible to prepare anti α,β-disubstituted β-lactones directly from the syn aldols.

Graphical abstract: Novel chemoselective tosylation of the alcoholic hydroxyl group of syn-α,β-disubstituted β-hydroxy carboxylic acids

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The article was received on 28 Oct 2004, accepted on 04 Feb 2005 and first published on 16 Feb 2005


Article type: Communication
DOI: 10.1039/B416383D
Chem. Commun., 2005, 1906-1908

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    Novel chemoselective tosylation of the alcoholic hydroxyl group of syn-α,β-disubstituted β-hydroxy carboxylic acids

    Y. Wu and Y. Sun, Chem. Commun., 2005, 1906
    DOI: 10.1039/B416383D

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