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Effective synthesis of bicyclodienes via palladium-catalyzed asymmetric allylic alkylation and ruthenium-catalyzed cycloisomerization
Authors:Nizam HAVARE
Affiliation:1. Department of Chemistry, School of Humanities & Sciences, Stanford University, Stanford, California 94305-5580, United States
Abstract:n.3.0]Bicycles (n = 3–6) can be synthesized using palladium-catalyzed asymmetric allylic alkylation followed by ruthenium-catalyzed cycloisomerization. New types of triarylphosphino-1,2-diaminooxazoline ligands show the same high levels of enantioselectivity observed with Trost ligand when employed in Pd-catalyzed allylic alkylation reactions. The enyne products of these allylic alkylation reactions were further elaborated using a Ru-catalyzed redox isomerization process, for which a mechanism is proposed.
Keywords:Synthetic method development  asymmetric catalysis  Tsuji-Trost -reaction  palladium-catalyzed asymmetric allylic alkylation  ruthenium-catalyzed cycloisomerization
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