Asymmetric Synthesis of 1‑Heteroaryl-1-arylalkyl Tertiary Alcohols and 1‑Pyridyl-1-arylethanes by Lithiation–Borylation Methodology

Abstract

The synthesis of highly enantioenriched α-heterocyclic tertiary alcohols has been achieved <i>via</i> lithiation–borylation of a configurationally stable lithiated carbamate and heterocyclic pinacol boronic esters followed by oxidation. Protodeboronation of the α-heterocyclic tertiary boronic esters using TBAF·3H₂O or CsF gave highly enantioenriched 1-pyridyl-1-arylethanes in high er