Tetrahedron letters

Rapid synthesis of an electron-deficient t-BuPHOX ligand: cross-coupling of aryl bromides with secondary phosphine oxides

NT McDougal, J Streuff, H Mukherjee, SC Virgil…

Index: McDougal, Nolan T.; Streuff, Jan; Mukherjee, Herschel; Virgil, Scott C.; Stoltz, Brian M. Tetrahedron Letters, 2010 , vol. 51, # 42 p. 5550 - 5554

Full Text: HTML

Citation Number: 54

Abstract

Herein an efficient and direct copper-catalyzed coupling of oxazoline-containing aryl bromides with electron-deficient secondary phosphine oxides is reported. The resulting tertiary phosphine oxides can be reduced to prepare a range of PHOX ligands. The presented strategy is a useful alternative to known methods for constructing PHOX derivatives.

Related Articles:

Ligand electronic effects in asymmetric catalysis: Enhanced enantioselectivity in the asymmetric hydrocyanation of vinylarenes

[Casalnuovo, Albert L.; RajanBabu, T. V.; Ayers, Timothy A.; Warren, Timothy H. Journal of the American Chemical Society, 1994 , vol. 116, # 22 p. 9869 - 9882]

Investigating bidentate and tridentate carbamoylmethylphosphine oxide ligand interactions with rare-earth elements using electrospray ionization quadrupole ion trap …

[Guillory, Paulette; Kapoor, Ramesh N.; Pannell, Keith H.; Schulte, Louis; McKee, Steven D.; Zhang, Zhi-Yi; Bartsch, Richard C. Synthetic Communications, 2003 , vol. 33, # 2 p. 324 - 330]

More Articles...