4.8 Article

Synthesis of Elongated Esters from Alkenes

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 57, Issue 47, Pages 15455-15459

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201809115

Keywords

alkenes; esters; photocatalysis; radicals; ylides

Funding

  1. JSPS KAKENHI [15H05756, 16K05694]
  2. JST [ACT-C] [JPMJCR12Z9]
  3. JSPS

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A convenient method for synthesizing elongated aliphatic esters from alkenes is reported. An (alkoxycarbonyl)methyl radical species is generated upon visible-light irradiation of an ester-stabilized phosphorus ylide in the presence of a photoredox catalyst. This radical species adds onto the carbon-carbon double bond of an alkene to produce an elongated aliphatic ester.

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