Stereospecific Suzuki−Miyaura Coupling of Chiral α-(Acylamino)benzylboronic Esters with Inversion of Configuration

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Ohmura, Toshimichi; Awano, Tomotsugu; Suginome, Michinori;
(2010)
  • Publisher: Figshare
  • Related identifiers: doi: 10.1021/ja106632j.s002, doi: 10.1021/ja106632j.s003
  • Subject: acylamino | esters | configuration | XPho | invertive | mol | Evolutionary Biology | inversion | enantiomeric excesses | yield | Stereospecific | chloride | presence | Suzuki | Biophysics | Immunology | 2CO | ConfigurationThe | Chiral | aryl bromides | Neuroscience | Developmental Biology | Physiology | Medicine | enantioenriched | equiv | conservation | Pd | Ester | Biochemistry | 2O | toluene | diarylmethanamine derivatives
    • FOR: 59999 Environmental Sciences not elsewhere classified | 29999 Physical Sciences not elsewhere classified | 19999 Mathematical Sciences not elsewhere classified | 39999 Chemical Sciences not elsewhere classified

The first invertive <i>B</i>-alkyl Suzuki−Miyaura coupling has been achieved. The coupling of enantioenriched α-(acylamino)benzylboronic esters with aryl bromides and chlorides took place efficiently in toluene at 80 °C in the presence of Pd(dba)<sub>2</sub> (5 mol %), ... View more
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