Enantioselective Cu-Catalyzed 1,4-Addition of Grignard Reagents to Cyclohexenone Using Taddol-Derived Phosphine–Phosphite Ligands and 2-Methyl-THF as a Solvent†
Tobias Robert Dipl.-Chem.
Institut für Organische Chemie, Universität zu Köln, Greinstrasse 4, 50939 Köln (Germany), Fax: (+49) 221-470-3064
Search for more papers by this authorJanna Velder Dr.
Institut für Organische Chemie, Universität zu Köln, Greinstrasse 4, 50939 Köln (Germany), Fax: (+49) 221-470-3064
Search for more papers by this authorHans-Günther Schmalz Prof. Dr.
Institut für Organische Chemie, Universität zu Köln, Greinstrasse 4, 50939 Köln (Germany), Fax: (+49) 221-470-3064
Search for more papers by this authorTobias Robert Dipl.-Chem.
Institut für Organische Chemie, Universität zu Köln, Greinstrasse 4, 50939 Köln (Germany), Fax: (+49) 221-470-3064
Search for more papers by this authorJanna Velder Dr.
Institut für Organische Chemie, Universität zu Köln, Greinstrasse 4, 50939 Köln (Germany), Fax: (+49) 221-470-3064
Search for more papers by this authorHans-Günther Schmalz Prof. Dr.
Institut für Organische Chemie, Universität zu Köln, Greinstrasse 4, 50939 Köln (Germany), Fax: (+49) 221-470-3064
Search for more papers by this authorThis work was carried out in the context of Cost D40 and supported by the European Commission (Ligbank), the Chemetall GmbH, and the Fonds der Chemischen Industrie.
Graphical Abstract
A small library of modular P,P ligands was screened and a potent Cu-based catalyst system was identified for highly enantioselective 1,4-additions to cyclohexenone with an unprecedented broad spectrum of Grignard reagents. Surprisingly, the highest selectivities were achieved in most cases in 2-methyl-THF, a “green” solvent underestimated so far.
Supporting Information
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