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. 2015 Aug 1;6(8):4807-4811.
doi: 10.1039/c5sc01460c. Epub 2015 Jun 3.

Access to enantioenriched 2,3- and 2,5-dihydrofurans with a fully substituted C2 stereocenter by Pd-catalyzed asymmetric intermolecular Heck reaction

Gustavo M Borrajo-Calleja  1 , Vincent Bizet  1 , Thomas Bürgi  2 , Clément Mazet  1
Affiliations

Access to enantioenriched 2,3- and 2,5-dihydrofurans with a fully substituted C2 stereocenter by Pd-catalyzed asymmetric intermolecular Heck reaction

Gustavo M Borrajo-Calleja et al. Chem Sci. .

Abstract

A palladium-catalyzed intermolecular asymmetric Heck reaction with dihydrofurans with a trisubstituted double bond is reported. The use of two different chiral ligands provides access to valuable 2,3- and 2,5-dihydrofurans with a fully substituted C2 stereocenter with high levels of regio- and enantiocontrol.

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Figures

Fig. 1
Fig. 1. Access to quaternary and related fully saturated stereocenters by asymmetric Heck reactions.
Fig. 2
Fig. 2. Large-scale experiment for the intermolecular asymmetric Heck reaction.
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