4.7 Article

Hydroaminomethylation of Olefins with Aminomethyltrifluoroborate by Photoredox Catalysis

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 356, Issue 13, Pages 2749-2755

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201400556

Keywords

amino acids; aminomethylation; electron transfer; photocatalysis; photochemistry

Funding

  1. Ministry of Education, Culture, Sports, Science of the Japanese Government [26288045]
  2. Grants-in-Aid for Scientific Research [26288045] Funding Source: KAKEN

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A photocatalytic hydroaminomethylation of olefins with N-protected aminomethyltrifluoroborates has been developed. This methodology provides a new strategy for the introduction of a primary aminomethyl group onto electron-deficient C=C bonds. This reaction constitutes a facile entry into synthetically useful gamma-aminobutyric acid (GABA) derivatives such as baclofen.

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