Distal-Selective Hydroformylation using Scaffolding Catalysis

نویسندگان

  • Candice L. Joe
  • Thomas P. Blaisdell
  • Allison F. Geoghan
  • Kian L. Tan
چکیده

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.

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عنوان ژورنال:

دوره 136  شماره 

صفحات  -

تاریخ انتشار 2014