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Issue 20, 2011
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Stereoselective synthesis of syn and anti 1,2-hydroxyalkyl moieties by Cu-catalyzed asymmetric allylic alkylation

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Abstract

A stereoselective synthesis of 1,2-hydroxyalkyl moieties is described herein. These valuable building blocks are obtained with complete regiocontrol and excellent stereocontrol both for the syn or the anti products, by choosing the appropriate enantiomer of the ligand in a copper-catalyzed asymmetric allylic alkylation of δ-alkoxy-substituted allyl bromides.

Graphical abstract: Stereoselective synthesis of syn and anti 1,2-hydroxyalkyl moieties by Cu-catalyzed asymmetric allylic alkylation

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Publication details

The article was received on 24 Nov 2010, accepted on 01 Apr 2011 and first published on 18 Apr 2011


Article type: Communication
DOI: 10.1039/C0CC05161F
Citation: Chem. Commun., 2011,47, 5843-5845

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    Stereoselective synthesis of syn and anti 1,2-hydroxyalkyl moieties by Cu-catalyzed asymmetric allylic alkylation

    M. Fañanás-Mastral, B. ter Horst, A. J. Minnaard and B. L. Feringa, Chem. Commun., 2011, 47, 5843
    DOI: 10.1039/C0CC05161F

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