Highly Enantiospecific Borylation for Chiral -Amino Tertiary Boronic Esters. Academic Article uri icon


  • Herein we report a highly efficient and enantiospecific borylation method to synthesize a wide range of enantiopure (>99%ee) -amino tertiary boronic esters. The configurationally stable -N-Boc substituted tertiary organolithium species and pinacolborane (HBpin) underwent enantiospecific borylation at -78C with the formation of a new stereogenic C-B bond. This reaction has a broad scope, enabling the synthesis of various -amino tertiary boronic esters in excellent yields and, importantly, with universally excellent enantiospecificity (>99% es) and complete retention of configuration.

published proceedings

  • Angew Chem Int Ed Engl

altmetric score

  • 56.802

author list (cited authors)

  • Qi, Q., Yang, X., Fu, X., Xu, S., & Negishi, E.

citation count

  • 19

complete list of authors

  • Qi, Qingqing||Yang, Xuena||Fu, Xiaoping||Xu, Shiqing||Negishi, Ei-Ichi

publication date

  • January 2018