1446770-93-9Relevant articles and documents
Highly Enantiospecific Borylation for Chiral α-Amino Tertiary Boronic Esters
Qi, Qingqing,Yang, Xuena,Fu, Xiaoping,Xu, Shiqing,Negishi, Ei-ichi
, p. 15138 - 15142 (2018)
Herein we report a highly efficient and enantiospecific borylation method to synthesize a wide range of enantiopure (>99 % ee) α-amino tertiary boronic esters. The configurationally stable α-N-Boc substituted tertiary organolithium species and pinacolborane (HBpin) underwent enantiospecific borylation at ?78 °C with the formation of a new stereogenic C?B bond. This reaction has a broad scope, enabling the synthesis of various α-amino tertiary boronic esters in excellent yields and, importantly, with universally excellent enantiospecificity (>99 % es) and complete retention of configuration.