Rhodium-catalyzed double [2 + 2 + 2] cycloaddition of 1,4- bis(diphenylphosphinoyl)buta-1,3-diyne with tethered diynes: A modular, highly versatile single-pot synthesis of NU-BIPHEP biaryl diphosphines

Academic Article

Abstract

  • (Chemical Equation Presented) Rhodium-catalyzed double [2 + 2 + 2] cycloaddition of 1,4-bis(diphenylphosphinoyl)buta-1,3-diyne with tethered diynes provides a straightforward, single-pot procedure for the synthesis of a new class of tropos biaryl diphosphine, NU-BIPHEP. This methodology represents a significant improvement on existing multistep procedures. Enantiopure Lewis acid platinum complexes of these diphosphines are highly efficient catalysts for carbonyl-ene and Diels-Alder reactions, and ruthenium diphosphine-diamine complexes catalyze the asymmetric reduction of ketones to give ee's that rival those obtained with their BINAP counterpart. © 2007 American Chemical Society.
  • Authors

    Digital Object Identifier (doi)

    Author List

  • Doherty S; Knight JG; Smyth CH; Harrington RW; Clegg W
  • Start Page

  • 4925
  • End Page

  • 4928
  • Volume

  • 9
  • Issue

  • 23