Highly Enantiospecific Borylation for Chiral -Amino Tertiary Boronic Esters.
Overview
Research
Identity
Additional Document Info
Other
View All
Overview
abstract
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.