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Enantioselective Cu‐Catalyzed 1,4‐Addition of Grignard Reagents to Cyclohexenone Using Taddol‐Derived Phosphine–Phosphite Ligands and 2‐Methyl‐THF as a Solvent
Author(s) -
Robert Tobias,
Velder Janna,
Schmalz HansGünther
Publication year - 2008
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200803247
Subject(s) - enantioselective synthesis , phosphine , catalysis , reagent , chemistry , solvent , cyclohexenone , organic chemistry , phosphine oxide , grignard reagent
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.