title: Enantioselective synthesis of all-carbon quaternary stereogenic centers via copper-catalyzed asymmetric allylic alkylation of (Z)-allyl bromides with organolithium reagents.
abstract: A copper/phosphoramidite catalyzed asymmetric allylic alkylation of Z trisubstituted allyl bromides with organolithium reagents is reported. The reaction affords all-carbon quaternary stereogenic centers in high yields and very good regio- and enantioselectivity. This systematic study illustrates the crucial role of the olefin geometry of the allyl substrate on the outcome of the reaction and provides a viable alternative to access these important structural motifs.
authors: Stratingh Institute for Chemistry, University of Groningen, Nijenborgh 4, 9747 AG, Groningen (The Netherlands); Present address: Department of Organic Chemistry and Center for Research in Biological Chemistry and Molecular Materials (CIQUS), University of Santiago de Compostela, 15782 Santiago de Compostela (Spain). martin.fananas@usc.es.
authors: Martín
authors: M
authors: Fañanás-Mastral
authors: Romina
authors: R
authors: Vitale
authors: Manuel
authors: M
authors: Pérez
authors: Ben L
authors: BL
authors: Feringa
keywords: allylic compounds; asymmetric catalysis; copper; organolithium reagents; phosphoramidites