Abstract

A new hydroxymethyl-pendant salan (3) containing a chiral backbone and an extra O4 cavity has been prepared through a facile one-pot procedure. The ligand has been characterized by ESI-MS, elemental analysis and 2D NMR techniques. To continue our previous work on the catalytically asymmetric F-C reactions using multimetallic complexes involving salan-type ligands, we investigated the applicability of 3 for both asymmetric Henry and F-C reactions, in comparison with previously reported results using salans 1 and 2. It was revealed that although 3 was not a suitable ligand for homometallic copper-catalyzed Henry reaction, it was effective for the hetereobimetallic Cu/Zn-catalyzed asymmetric F-C reaction, affording desired alkylated product with good yield and moderate enantiomeric excess (ee), after screening of various catalyst combinations.

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