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Issue 3, 2010
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Toward preparative resolution of chiral alcohols by an organic chemical method

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Abstract

Asymmetric alcohols were resolved as 1-α-O-alkyl-2,3-unsaturated hexosides. After separation of diastereoisomers, the auxiliary and the enantiomeric alcohol were recovered by transglycosidation. Potential applications include resolution of labile secondary and tertiary alcohols, difficult by existing techniques, and enhancement of ees of chiral alcohols produced enzymatically or by synthetic catalytic methods.

Graphical abstract: Toward preparative resolution of chiral alcohols by an organic chemical method

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Publication details

The article was received on 17 Dec 2009, accepted on 28 Dec 2009 and first published on 25 Jan 2010


Article type: Letter
DOI: 10.1039/B9NJ00768G
New J. Chem., 2010,34, 398-402

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    Toward preparative resolution of chiral alcohols by an organic chemical method

    N. Malic, C. Moorhoff, V. Sage, D. Saylik, E. Teoh, J. L. Scott and C. R. Strauss, New J. Chem., 2010, 34, 398
    DOI: 10.1039/B9NJ00768G

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