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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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Article information


Submitted
24 Nov 2010
Accepted
01 Apr 2011
First published
18 Apr 2011

Chem. Commun., 2011,47, 5843-5845
Article type
Communication

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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