User:Benjah-bmm27/lithiation-borylation

Lithiation–borylation is a reaction used in organic synthesis to create asymmetric carbon centres stereospecifically.

• Lithiated carbamates (Hoppe) react with organoboron compounds (boranes or boronic esters), forming a carbon-boron bond R₃C–BX₂ (X = R or OR)
• R₂HC–OCb → R₂LiC–OCb
• R₂LiC–OCb + ArBX₂ → R₂ArC–BX₂ + (LiOCb)
  • OCb = carbamate, i.e. O–C(=O)–NR₂
  • Boranes give one stereoisomer
  • Boronic esters give the other stereoisomer. Commonly used is RBpin, a pinacol ester of a boronic acid, RB(OH)₂