Geometrically Selective Synthesis of (<i>E</i>)-Enamides via Radical Allylation of Alkyl Halides with α-Aminoallylic Stannanes

  • Kensuke Suzuki
    Department of Applied Chemistry, Graduate School of Engineering, Osaka University, 2-1 Yamadaoka, Suita, Osaka 565-0871, Japan
  • Yoshihiro Nishimoto
    Frontier Research Base for Young Researchers, Graduate School of Engineering, Osaka University, 2-1 Yamadaoka, Suita, Osaka 565-0871, Japan
  • Makoto Yasuda
    Department of Applied Chemistry, Graduate School of Engineering, Osaka University, 2-1 Yamadaoka, Suita, Osaka 565-0871, Japan

Search this article

Description

The reaction of α-(carbonylamino)allylic stannanes and alkyl halides using Et3B as a radical initiator selectively afforded (E)-enamides. A radical mechanism enables the E selectivity, which is unusual in a reaction using α-aminoallylic metals. In addition, this reaction system achieved a wide degree of functional group tolerance and an efficient chiral transfer reaction.

Journal

  • Organic Letters

    Organic Letters 21 (17), 6589-6592, 2019-07-05

    American Chemical Society (ACS)

References(55)*help

See more

Related Data

See more

Related Projects

See more

Details 詳細情報について

Report a problem

Back to top