497866-74-7Relevant academic research and scientific papers
HetPHOX: A new class of easily prepared modular chiral ligands
End, Nicole,Stoessel, Catherine,Berens, Ulrich,Di Pietro, Pierino,Cozzi, Pier Giorgio
, p. 2235 - 2239 (2004)
The synthesis of a new class of modular chiral phosphino-oxazoline ligands containing the diphenylphosphino group at different positions of the heterocyclic backbone is described. HetPHOX ligands were tested in enantioselective allylations and in transfer
The Application of HETPHOX Ligands to the Asymmetric Intermolecular Heck Reaction
Kilroy, Tim G.,Cozzi, Pier Giorgio,End, Nicole,Guiry, Patrick J.
, p. 106 - 110 (2007/10/03)
Two new heterocyclic diphenylphosphinooxazolines derived from thiophene and benzothiophene were prepared in moderate to good yield and these, and a range of related HETPHOX ligands, were applied in the intermolecular asymmetric Heck reaction. Phenylation of 2,3-dihydrofuran with the t-butyl-substituted thiophene-oxazoline ligand gave (R)-2-phenyl-2,3-dihydrofuran highly regioselectively with excellent enantioselectivity (91-95% ee) and in good yields (70-97%). In addition, cyclohexenylation of 2,3-dihydrofuran proceeded with enantioselectivities of up to 97% ee in excellent (97%) yields, again with the t-butyl-substituted thiophene-oxazoline ligand proving optimal over a range of reaction conditions investigated.
