Merging Photoredox Catalysis with Organocatalysis: The Direct Asymmetric Alkylation of Aldehydes

By David A. Nicewicz, David W. C. MacMilla. Science, 2008

1,854 citations recorded by the source corpus.

Photoredox catalysis and organocatalysis represent two powerful fields of molecule activation that have found widespread application in the areas of inorganic and organic chemistry, respectively. We merged these two catalysis fields to solve problems in asymmetric chemical synthesis. Specifically, the enantioselective intermolecular α-alkylation of aldehydes has been accomplished using an interwoven activation pathway that combines both the photoredox catalyst Ru(bpy)3Cl2 (where bpy is 2,2′-bipyridine) and an imidazolidinone organocatalyst. This broadly applicable, yet previously elusive, alkylation reaction is now highly enantioselective and operationally trivial.

Subfields: Organic Chemistry

View Paper: https://www.semanticscholar.org/paper/e2bea1bd76d7d911d3c63c4ae2980dd9d23c6f84

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In Organic Chemistry

1. Danielle M. Schultz
2. J. Lalevée
3. J. Fouassier
4. T. Yoon
5. Mohamad-Ali Tehfe
6. Fanny Louradour

Citations in the corpus

• Photomediated controlled radical polymerization (2016, neutral): “4 Ir-mediated photoATRP Inspired by powerful organic transformations reported by MacMillan,[41, 115] Yoon,[42, 116] and Stephenson,[117, 118] ATRP was successfully photocatalyzed using the most commonly used photoredox catalyst, fac-[Ir(ppy)3] (ppy: 2,2’-phenylpyridine).”