Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2012, Issue 31, Pages 6285-6290Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201200729
Keywords
Asymmetric catalysis; Tandem reactions; Domino reactions; P ligands; Copper; Grignard reagents
Categories
Funding
- ESF COST D40 action
- European Regional Development Fund (ERDF) through Research & Development Operational Programme [26240120001]
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Copper(I) complexes of TADDOL-based phosphanephosphite ligands catalyze enantioselective conjugate additions of various Grignard reagents to cyclic enones. Through trapping of the resulting chiral magnesium enolates with N-benzylidene-4-methylbenzenesulfonamide (as an imine) in one-pot procedures, the corresponding Mannich products (i.e., beta-aminocarbonyl compounds) were obtained in good yields and high enantiomeric purities, although with only low diastereoselectivities.
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