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Effective Modular Iminooxazoline (IMOX) Ligands for Asymmetric Catalysis: [Zn(IMOX)]‐Promoted Enantioselective Reduction of Ketones by Catecholborane
Author(s) -
Locatelli Manuela,
Cozzi Pier Giorgio
Publication year - 2003
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.200351754
Subject(s) - enantioselective synthesis , chemistry , enantiomer , combinatorial chemistry , nucleophile , substituent , catalysis , stereochemistry , organic chemistry
Closing the door to nucleophilic attack on one face of the substrate by using a bulky substituent (see schematic formula) was the key to obtaining high enantiomeric excesses in the reduction of methyl ketones by catecholborane with promotion by zinc complexes of new chiral iminooxazoline (IMOX) ligands. The modular nature, simple design, and possibility to produce tailored IMOX ligands could be advantages in designing the next generation of these chiral ligands.