926018-41-9Relevant academic research and scientific papers
Distal-selective hydroformylation using scaffolding catalysis
Joe, Candice L.,Blaisdell, Thomas P.,Geoghan, Allison F.,Tan, Kian L.
supporting information, p. 8556 - 8559 (2014/07/07)
In hydroformylation, phosphorus-based directing groups have been consistently successful at placing the aldehyde on the carbon proximal to the directing group. The design and synthesis of a novel catalytic directing group are reported that promotes aldehyde formation on the carbon distal relative to the directing functionality. This scaffolding ligand, which operates through a reversible covalent bond to the substrate, has been applied to the diastereoselective hydroformylation of homoallylic alcohols to afford δ-lactones selectively. Altering the distance between the alcohol and the olefin revealed that homoallylic alcohols gives the distal lactone with the highest levels of regioselectivity.
