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Asymmetric Catalysis via Dynamic Substrate/Ligand/Rare Earth Metal Conglomerate

Journal of the American Chemical SocietyPublished 1 April 2008
Akihiro Nojiri, Naoya Kumagai, Masakatsu Shibasaki
Citations58
SJR quartileQ1
SJR score5.55
SNIP2.61

Abstract

A highly enantio- and diastereoselective catalytic asymmetric Mannich-type reaction of alpha-cyanoketones and N-Boc imines promoted by an amide ligand/Sc(OiPr)3 catalyst is described. The similar reaction outcome is obtained with/without precomplexation of catalyst, suggesting that reaction components in a non-ordered conglomerate mixture orchestrate to form an ordered transition state during the reaction. Spectroscopic data and Eyring plot are consistent with this assumption.

Keywords

ChemistryBiochemistry, Genetics and Molecular Biology