1151694-07-3Relevant academic research and scientific papers
A versatile methodology for the synthesis of α,β-unsaturated 3-iminophosphines
Shaffer, Andrew R.,Schmidt, Joseph A. R.
experimental part, p. 2662 - 2673 (2009/12/03)
Fourteen new αβ-unsaturated β-chloroimines were synthesized from commercially available ketones using the Vilsmeier-Haack reagent, followed by Schiff-base condensation. Each imine was subsequently converted to an αβ-unsaturated 3-iminophosphine through either late-metal-catalyzed phosphorus-carbon cross-coupling or through an addition-elimina-tion sequence. Depending on the substituents present on the vinyl group, the resultant phosphines were isolated as either E or Z diastereomers with successful isolation of predominately single diastereomers for all fourteen new phosphines investigated. Full synthetic and spectroscopic details, as well as several X-ray crystal structures of these new imines and phosphines, are reported in addition to X-ray crystal structures of related palladium complexes.
