Photoinduced diastereoselective addition of perfluoroalkyl iodides to acrylic acid derivatives for the synthesis of fluorinated amino acids.
Photoinduced diastereoselective addition of perfluoroalkyl iodides in the presence of an aqueous solution of Na2S2O3 was an excellent method for iodoperfluoroalkylation of acrylic acid derivatives bearing a chiral auxiliary, with moderate to good stereoselectivities and with no detectable side products. The iodoperfluoroalkylation of N-acyloylcamphorsultam provided a convenient route for preparing chiral fluorine-containing amino acids.
Yajima
Tomoko
T
Department of Chemistry, Faculty of Science, Ochanomizu University, Otsuka, Bunkyo-ku, Tokyo 112-8610, Japan. yajima.tomoko@ocha.ac.jp
Nagano
Hajime
H
D000179:Acrylates / Q000737:chemistry*; D000596:Amino Acids / Q000138:chemical synthesis* / Q000737:chemistry*; D005461:Fluorine / Q000737:chemistry*; D007454:Iodides / Q000737:chemistry*; D008027:Light; D015394:Molecular Structure; D010777:Photochemistry
D000179:Acrylates; D000596:Amino Acids; D007454:Iodides; D005461:Fluorine; C036658:acrylic acid