Iridium-Catalyzed Reductive Deoxygenation of Esters for the Synthesis of Sterically Hindered Ethers.

ABSTRACT: The synthesis of sterically hindered α-tertiary and β-quaternary (neopentylic) ethers has long been constrained by the limitations of traditional S_N2 and related S_N1 approaches, namely low or inexistent reactivity arising from severe steric hindrance or competitive elimination/rearrangement pathways diverting the reaction outcome. Herein, we describe a general solution to the synthesis of sterically hindered ethers via an iridium-catalyzed reductive deoxygenation reaction of readily available ester and lactone starting materials. Employing commercially available, bench-stable IrCl(CO)(P[OCH(CF₃)₂]₃)₂ as a precatalyst at 1 mol% loading with 4 equivalents of tetramethyldisiloxane (TMDS) as the terminal reductant at room temper

SUBMITTER: Almehmadi YA 

PROVIDER: S-EPMC12462758 | biostudies-literature | 2025 Sep

REPOSITORIES: biostudies-literature