Tertiary Alcohols by Tandem β-Carbolithiation and N→C Aryl Migration in Enol Carbamates

Fournier, Anne M.; Clayden, Jonathan;
  • Publisher: Figshare
  • Related identifiers: doi: 10.1021/ol2029355.s003, doi: 10.1021/ol2029355.s002
  • Subject: Tertiary Alcohols | Biotechnology | enol equivalent | Neuroscience | Developmental Biology | nucleophilic attack | β position | benzylic organolithium | quaternary carbon α | Biochemistry | Pharmacology | Enol CarbamatesEnol carbamates | substituent
    • FOR: 59999 Environmental Sciences not elsewhere classified | 39999 Chemical Sciences not elsewhere classified

Enol carbamates (<i>O</i>-vinylcarbamates) derived from aromatic or α,β-unsaturated compounds and bearing an <i>N</i>-aryl substituent undergo carbolithiation by nucleophilic attack at the (nominally nucleophilic) β position of the enol double bond. The resulting carbam... View more
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