4.8 Article

Photoinduced diastereoselective addition of perfluoroalkyl iodides to acrylic acid derivatives for the synthesis of fluorinated amino acids

Journal

ORGANIC LETTERS
Volume 9, Issue 13, Pages 2513-2515

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol0707620

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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.

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