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Chem Commun (Camb). 2016 Jun 08;52(49):7699-702. doi: 10.1039/c6cc03157a.

Asymmetric dual catalysis via fragmentation of a single rhodium precursor complex.

Chemical communications (Cambridge, England)

Liangliang Song, Lei Gong, Eric Meggers

Affiliations

  1. College of Chemistry and Chemical Engineering, Xiamen University, Xiamen 361005, People's Republic of China. [email protected] [email protected].
  2. College of Chemistry and Chemical Engineering, Xiamen University, Xiamen 361005, People's Republic of China. [email protected] [email protected] and Philipps-Universität Marburg, Hans-Meerwein-Strasse 4, 35043 Marburg, Germany.

PMID: 27231188 DOI: 10.1039/c6cc03157a

Abstract

A strategy for dual transition metal catalysis and organocatalysis is reported via the in situ disintegration of a single rhodium complex. The hereby generated chiral Lewis acid and l-β-phenylalanine synergistically catalyze the Michael addition of α,α-disubstituted aldehydes to α,β-unsaturated 2-acyl imidazoles under the formation of vicinal quaternary/tertiary stereocenters. Conveniently, the chiral-at-metal rhodium catalyst can be synthesized in just two steps starting from rhodium trichloride without the need for any chromatography.

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