Regio- and Stereo-controlled Addition Reaction of Aminoallylic Stannanes to Aldehydes Mediated by Germanium Dichloride

DOI Web Site Research Data 1 Citations 56 References
  • 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 Global Young Researchers Center for Open Innovation Research and Education (COiRE), Graduate School of Engineering, Osaka University, 2-1 Yamadaoka, Suita, Osaka 565-0871, Japan
  • Hiroshi Yunoki
    Department of Applied Chemistry, Graduate School of Engineering, Osaka University, 2-1 Yamadaoka, Suita, Osaka 565-0871, Japan
  • Kensuke Tsuruwa
    Department of Applied Chemistry, Graduate School of Engineering, Osaka University, 2-1 Yamadaoka, Suita, Osaka 565-0871, Japan
  • Naoto Esumi
    Department of Applied Chemistry, 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

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Description

A GeCl2-mediated addition reaction of α-(N-phthaloylamino)allylic stannane to aldehydes was achieved to give 1,2-amino alcohol derivatives in high anti-selectivity. Various types of aromatic and aliphatic aldehydes were applicable. The synthesized N-phthaloylamino alcohols were smoothly transformed to aminoalcohols by conventional methods with no loss of stereochemistry.

Journal

  • Chemistry Letters

    Chemistry Letters 47 (7), 821-824, 2018-07-05

    Oxford University Press (OUP)

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