Photoredox Organocatalysis for the Enantioselective Synthesis of 1,7-Dicarbonyl Compounds.

We describe an asymmetric organocatalytic method to synthesize 1,7-dicarbonyl compounds containing a β-stereocenter. The chemistry relies on the formation of γ-keto radicals, generated upon oxidative ring opening of cyclobutanols mastered by an organic photoredox catalyst. These nonstabilized primary radicals are stereoselectively intercepted by an iminium ion intermediate, formed upon activation of aliphatic and aromatic enals by a chiral secondary amine catalyst. This organocatalytic photoredox method served to prepare scaffolds found in natural products and drug molecules.

• Publication year

  2022

• Venue

  Organic Letters

• Publication date

  2022-02-24

• Fields of study

  Medicine, Chemistry

• Identifiers
  DOI 10.1021/acs.orglett.2c00326PMID 35199526
• External record

  Open on Semantic Scholar

• Source metadata

  Semantic Scholar, PubMed

• No claims are published for this paper.

• No concepts are published for this paper.

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