Cyclopropanation by Gold- or Zinc-Catalyzed Retro-Buchner Reaction at Room Temperature.
Mauro MatoBart HerléAntonio M EchavarrenPublished in: Organic letters (2018)
Through the design of a second generation of more reactive 7-substituted 1,3,5-cycloheptatrienes, a room-temperature gold(I)-catalyzed retro-Buchner-cyclopropanation sequence and the first zinc(II)-catalyzed version of this process, which uses inexpensive ZnBr2 as catalyst, have been developed. This led to a broad-scope cyclopropanation of both activated and unactivated alkenes, including late-stage derivatization of biologically relevant compounds, and to the total synthesis of (±)-lactobacillic acid.
Keyphrases
- room temperature
- ionic liquid
- oxide nanoparticles
- ms ms
- liquid chromatography tandem mass spectrometry
- molecular docking
- silver nanoparticles
- high performance liquid chromatography
- gas chromatography mass spectrometry
- gas chromatography
- solid phase extraction
- amino acid
- gold nanoparticles
- molecular dynamics simulations