Highly active and enantioselective copper-catalyzed conjugate addition of diethylzinc to cyclohexenone using sugar derivative diphosphites |
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| Affiliation: | 1. Department of Physical Medicine and Rehabilitation, University of Michigan, Ann Arbor, MI;2. Department of Medical Social Sciences, Northwestern University Feinberg School of Medicine, Chicago, IL;3. Rehabilitation Institute of Michigan, Department of Psychology and Neuropsychology, Detroit, MI;4. Department of Physical Medicine and Rehabilitation, Wayne State University, Detroit, MI;5. Defense and Veterans Brain Injury Center, Walter Reed National Military Medical Center, Bethesda, MD;6. National Intrepid Center of Excellence, Walter Reed National Military Medical Center, Bethesda, MD;7. Uniformed Services University of the Health Sciences, Bethesda, MD;8. University of British Columbia, Vancouver, British Columbia, Canada;9. H. Ben Taub Department of Physical Medicine and Rehabilitation, Baylor College of Medicine and Harris Health System, Houston, TX;10. Brain Injury Research Center, TIRR Memorial Hermann, Houston, TX;1. CQC, Department of Chemistry, University of Coimbra, 3004-535 Coimbra, Portugal;2. LCM - Laboratory of Catalysis and Materials - Associate Laboratory LSRE/LCM, Faculdade de Engenharia, Universidade do Porto, 4200-465 Porto, Portugal;1. The College of Chemistry and Molecular Engineering, Zhengzhou University, Zhengzhou 450052, PR China;2. Collaborative Innovation Center of New Drug Research and Safety Evaluation, Henan Province, PR China;3. Tetranov Biopharm, LLC., No. 75 Daxue Road, Zhengzhou 450052, PR China;4. Tetranov International, Inc., 100 Jersey Avenue, Suite A340, New Brunswick, NJ 08901, USA |
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| Abstract: | High enantioselectivity combined with unprecedented high catalytic activity (81% ee and TOF≈1200 h−1) are achieved in the copper-catalyzed 1,4-addition of diethylzinc to 2-cyclohexenone with new C1-chiral diphosphites derived from the readily available d-(+)-xylose. |
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