Tweaking Copper Hydride (CuH) for Synthetic Gain. A Practical, One-Pot Conversion of Dialkyl Ketones to Reduced Trialkylsilyl Ether Derivatives

Related Content

• Copper(I) Hydride-Catalyzed Asymmetric Hydrosilylation of Heteroaromatic KetonesOrganic Letters

  • Copper(I) Hydride-Catalyzed Asymmetric Hydrosilylation of Heteroaromatic Ketones

    Bruce H. Lipshutz, Asher Lower, and Kevin Noson
    Organic Letters 2002 4 (23), pp 4045–4048

    Abstract: In situ generation of CuH ligated by Takasago's new nonracemic ligand, DTBM-SEGPHOS, leads to an especially reactive reagent capable of effecting asymmetric hydrosilylation of heteroaromatic (H) ketones under very mild conditions. PMHS serves as an ...

    Abstract | Full Text HTML | Hi-Res PDF
• Asymmetric 1,4-Reductions of Hindered β-Substituted Cycloalkenones Using Catalytic SEGPHOS−Ligated CuHOrganic Letters

  • Asymmetric 1,4-Reductions of Hindered β-Substituted Cycloalkenones Using Catalytic SEGPHOS−Ligated CuH

    Bruce H. Lipshutz, Jeff M. Servesko, Tue B. Petersen, Patrick P. Papa, and Andrew A. Lover
    Organic Letters 2004 6 (8), pp 1273–1275

    Abstract: The reagent combination of catalytic amounts of copper hydride ligated by a nonracemic SEGPHOS ligand leads in situ to an extremely reactive species capable of effecting asymmetric hydrosilylations of conjugated cyclic enones in very high ees. An ...

    Abstract | Full Text HTML | Hi-Res PDF
• Asymmetric Hydrosilylation of Aryl Ketones Catalyzed by Copper Hydride Complexed by Nonracemic Biphenyl Bis-phosphine LigandsJournal of the American Chemical Society

  • Asymmetric Hydrosilylation of Aryl Ketones Catalyzed by Copper Hydride Complexed by Nonracemic Biphenyl Bis-phosphine Ligands

    Bruce H. Lipshutz, Kevin Noson, Will Chrisman, and Asher Lower
    Journal of the American Chemical Society 2003 125 (29), pp 8779–8789

    Abstract: When complexed by selected ligands in either the BIPHEP or the SEGPHOS series, CuH is an extremely reactive catalyst capable of effecting asymmetric hydrosilylations of aromatic ketones at temperatures between −50 and −78 °C. Inexpensive silanes serve as ...

    Abstract | Full Text HTML | Hi-Res PDF

Other ACS content by these authors:

• Bruce H. Lipshutz
• Christopher C. Caires
• Peter Kuipers
• Will Chrisman