Issue 27, 2019

Reversal of enantioselectivity in chiral metal complex-catalyzed asymmetric reactions

Abstract

Asymmetric catalysis represents an efficient approach to prepare optically active compounds. Commonly, both enantiomers of a chiral catalyst are used to synthesize two enantiomers of a chiral compound, however, it is quite difficult to obtain the catalysts with opposite configurations in most cases. Thus, chemists pay much attention to look for new strategies. Enantiodivergent synthesis demonstrates cost effectiveness and practicability to solve this issue by tuning the reaction parameters with the use of ligands derived from a single chiral source. In 2003 and 2008, two reviews have commendably summarized the enantiodivergent reactions, and some representative examples were illustrated. In this review, reversal of enantioselectivity in metal complex-mediated asymmetric catalysis from 2008 to present was updated. Several factors of delivering enantiodivergence are introduced, including metal salts, ligands, additives, solvents, temperature and so on.

Graphical abstract: Reversal of enantioselectivity in chiral metal complex-catalyzed asymmetric reactions

Article information

Article type
Review Article
Submitted
05 מאי 2019
Accepted
11 יונ 2019
First published
12 יונ 2019

Org. Biomol. Chem., 2019,17, 6538-6550

Reversal of enantioselectivity in chiral metal complex-catalyzed asymmetric reactions

W. Cao, X. Feng and X. Liu, Org. Biomol. Chem., 2019, 17, 6538 DOI: 10.1039/C9OB01027K

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