Drusan, Michal, Loelsberg, Wibke, Skvorcova, Andrea, Schmalz, Hans-Guenther ORCID: 0000-0003-0489-1827 and Sebesta, Radovan ORCID: 0000-0002-7975-3608 (2012). TADDOL-Based Phosphane-Phosphite Ligands in Enantioselective Cu-Catalyzed Grignard 1,4-Additions Followed by Mannich-Type Alkylations. Eur. J. Org. Chem., 2012 (31). S. 6285 - 6291. WEINHEIM: WILEY-V C H VERLAG GMBH. ISSN 1099-0690

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Abstract

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.

Item Type: Journal Article
Creators:
CreatorsEmailORCIDORCID Put Code
Drusan, MichalUNSPECIFIEDUNSPECIFIEDUNSPECIFIED
Loelsberg, WibkeUNSPECIFIEDUNSPECIFIEDUNSPECIFIED
Skvorcova, AndreaUNSPECIFIEDUNSPECIFIEDUNSPECIFIED
Schmalz, Hans-GuentherUNSPECIFIEDorcid.org/0000-0003-0489-1827UNSPECIFIED
Sebesta, RadovanUNSPECIFIEDorcid.org/0000-0002-7975-3608UNSPECIFIED
URN: urn:nbn:de:hbz:38-480451
DOI: 10.1002/ejoc.201200729
Journal or Publication Title: Eur. J. Org. Chem.
Volume: 2012
Number: 31
Page Range: S. 6285 - 6291
Date: 2012
Publisher: WILEY-V C H VERLAG GMBH
Place of Publication: WEINHEIM
ISSN: 1099-0690
Language: English
Faculty: Unspecified
Divisions: Unspecified
Subjects: no entry
Uncontrolled Keywords:
KeywordsLanguage
ASYMMETRIC CONJUGATE ADDITION; CYCLIC ENONES; REAGENTSMultiple languages
Chemistry, OrganicMultiple languages
URI: http://kups.ub.uni-koeln.de/id/eprint/48045

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