Literature DB >> 17542595

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

Tomoko Yajima1, Hajime Nagano.   

Abstract

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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Year:  2007        PMID: 17542595     DOI: 10.1021/ol0707620

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  4 in total

1.  Product Control in Alkene Trifluoromethylation: Hydrotrifluoromethylation, Vinylic Trifluoromethylation, and Iodotrifluoromethylation using Togni Reagent.

Authors:  Hiromichi Egami; Yoshihiko Usui; Shintaro Kawamura; Sayoko Nagashima; Mikiko Sodeoka
Journal:  Chem Asian J       Date:  2015-06-16

2.  Large-Scale Asymmetric Synthesis of Fmoc-(S)-2-Amino-6,6,6-Trifluorohexanoic Acid.

Authors:  Zizhen Yin; Hiroki Moriwaki; Hidenori Abe; Toshio Miwa; Jianlin Han; Vadim A Soloshonok
Journal:  ChemistryOpen       Date:  2019-06-07       Impact factor: 2.911

Review 3.  Vicinal halo-trifluoromethylation of alkenes.

Authors:  Rzgar Tawfeeq Kareem; Bayan Azizi; Manzarbanou Asnaashariisfahani; Abdolghaffar Ebadi; Esmail Vessally
Journal:  RSC Adv       Date:  2021-04-21       Impact factor: 3.361

Review 4.  Perfluorocarbons in Chemical Biology.

Authors:  Margeaux A Miller; Ellen M Sletten
Journal:  Chembiochem       Date:  2020-08-05       Impact factor: 3.164

  4 in total

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