- Stereoselective synthesis of syn and anti 1,2-hydroxyalkyl moieties by Cu-catalyzed asymmetric allylic alkylation.
Stereoselective synthesis of syn and anti 1,2-hydroxyalkyl moieties by Cu-catalyzed asymmetric allylic alkylation.
Chemical communications (Cambridge, England) (2011-04-20)
Martín Fañanás-Mastral, Bjorn ter Horst, Adriaan J Minnaard, Ben L Feringa
PMID21503306
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.
MATERIALS
Product Number
Brand
Product Description
Sigma-Aldrich
Allyl bromide, reagent grade, 97%, contains ≤1000 ppm propylene oxide as stabilizer