n-BuLi as a Highly Efficient Precatalyst for Hydrophosphonylation of Aldehydes and Unactivated Ketones
Organic Letters2014Vol. 16(23), pp. 6172–6175
Citations Over TimeTop 10% of 2014 papers
Abstract
It was found for the first time that organic alkali metal compounds serve as highly efficient precatalysts for the hydrophosphonylation reactions of aldehydes and unactivated ketones with dialkyl phosphite under mild conditions. For ketone substrates, a reversible reaction was observed, and the influence of catalyst loading and reaction temperature on the reaction equilibrium was studied in detail. Overall, the hydrophosphonylation reactions catalyzed by 0.1 mol % n-BuLi were completed within 5 min for a broad range of substrates and generated a series of α-hydroxy phosphonates in high yields.
Related Papers
- → Thermodynamic origin of selectivity in polyoxyethylene complexes with alkali cations(1991)19 cited
- → Steric effects in the electronic spectra of substituted benzophenones III: Duryl ketones(1958)6 cited
- The Synthesis of 2-Furyltriisopropoxytitanium and its Reactivity to Carbonyl Compounds(1996)
- → ChemInform Abstract: 1,2‐Ethanedithiolates of Alkali Metals.(1986)
- → Properties of poly(ether ketone ketone)(2015)