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Professor Scott Eric Denmark
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Publications

Cross-Coupling Reactions

  1. Highly Stereospecific Cross-Coupling of Alkenylsilacyclobutanes (with J. Y. Choi) J. Am. Chem. Soc. 1999, 121, 5821-5822.[pdf]
     
  2. Synthesis of Unsymmetrical Biaryls from Arylsilacyclobutanes (with Z. Wu) Org. Lett. 1999, 1, 9, 1495-1498.[pdf]
     
  3. Highly Stereospecific, Palladium-Catalyzed Cross–Coupling of Alkenylsilanols (with D. Wehrli) Org. Lett. 2000, 2, 565-568.[pdf]
     
  4. 1-Methyl-1-Vinyl- and 1-Methyl-1-(2-propenyl)silacyclobutane. Reagents for Palladium-Catalyzed Cross-Coupling Reactions of Aryl Halides. (with Z. Wang) Synthesis 2000, 999-1003.[pdf]
     
  5. Convergence of Mechanistic Pathways in the Palladium(0)-Catalyzed Cross-Coupling of Alkenylsilacyclobutanes and Alkenylsilanols (with D. Wehrli and J. Y. Choi) Org. Lett. 2000, 2, 2491-2494.[pdf]
     
  6. Mild and General Cross-Coupling of ( alpha-Alkoxyvinyl)-silanols and –silyl Hydrides (with L. Neuville) Org. Lett. 2000, 2, 3221-3224.[pdf]
     
  7. Intramolecular Hydrosilylation and Silicon-Assisted Cross-Coupling: An Efficient Route to Trisubstituted Homoallylic Alcohols (with W. Pan) Org. Lett. 2001, 3, 61-64.[pdf]
     
  8. Highly Stereoselective Hydrocarbation of Terminal Alkynes via Pt-Catalyzed Hydrosilylation/Pd-Catalyzed Cross-Coupling Reactions (with Z. Wang) Org. Lett. 2001, 3, 1073-1076.[pdf]
     
  9. Cross-Coupling of Vinylpolysiloxanes with Aryl Iodides (with Z. Wang) J. Organomet. Chem. 2001, 624, 372-375.[pdf]
     
  10. Sequential Ring-Closing Metathesis and Silicon-Assisted Cross-Coupling Reactions: Stereocontrolled Synthesis of Highly Substituted Unsaturated Alcohols (with S.-M. Yang) Org. Lett. 2001, 3, 1749-1752.[pdf]
     
  11. Fluoride-Free Cross-Coupling of Organosilanols (with R. F. Sweis) J. Am. Chem. Soc. 2001, 123, 6439-6440.[pdf]
     
  12. Intramolecular Silicon-Assisted Cross-Coupling Reactions: General Synthesis of Medium-Sized Rings Containing a 1,3-cis-cis Diene Unit (with S.-M. Yang) J. Am. Chem. Soc. 2002, 124, 2102-2103. [pdf]
     
  13. Efficient and Stereoselective Cross-Coupling with Highly Substituted Alkenylsilanols (with W. Pan) J. Organomet. Chem. 2002, 653, 98-104.[pdf]
     
  14. Cross-Coupling Reactions of Alkenylsilanols with Fluoroalkylsulfonates (with R. F. Sweis) Org. Lett. 2002, 4, 3771-3774.[pdf]
     
  15. Design and Implementation of New, Silicon-Based, Cross-Coupling Reactions: Importance of Silicon–Oxygen Bonds (with R. Sweis) Acc. Chem. Res. 2002, 35, 835-846.[pdf]
     
  16. Intramolecular Anti-Hydrosilylation and Silicon-Assisted Cross-Coupling: Highly Regio- and Stereoselective Synthesis of Trisubstituted Homoallylic Alcohols (with W. Pan) Org. Lett. 2002, 4, 4163-4166.[pdf]
     
  17. Cross-Coupling Reactions of Organosilicon Compounds: New Concepts and Recent Advances (with R. F. Sweis) Chem. Pharm. Bull. 2002, 50, 1531-1541.[pdf]
     
  18. Intramolecular Silicon-Assisted Cross-Coupling: Total Synthesis of (+)-Brasilenyne (with S.-M. Yang) J. Am. Chem. Soc. 2002, 124, 15196-15197.[pdf]
     
  19. Intramolecular Syn and Anti Hydrosilylation and Silicon-Assisted Cross-Coupling: Highly Regio- and Stereoselective Synthesis of Trisubstituted Allylic Alcohols (with W. Pan) Org. Lett. 2003, 5, 1119-1122,[pdf]
     
  20. Cross-Coupling Reactions of Arylsilanols with Substituted Aryl Halides (with M. H. Ober) Org. Lett. 2003, 5, 1357-1360.[pdf]
     
  21. Tandem Intramolecular Silylformylation and Silicon-Assisted Cross-Coupling Reactions. Synthesis of Geometrically Defined alpha,beta-Unsaturated Aldehydes (with T. Kobayashi) J. Org. Chem. 2003, 68, 5153-5159.[pdf]
     
  22. Palladium-Catalyzed Silylation of Aryl Bromides Leading to Functionalized Aryldimethylsilanols (with J. M. Kallemeyn) Org. Lett. 2003 5, 3483-3486.[pdf]
     
  23. Palladium-Catalyzed Conjugate Addition of Organosiloxanes to alpha-beta-Unsaturated Carbonyl Compounds and Nitroalkenes (with N. Amishiro) J. Org. Chem. 200368, 6997-7003.[pdf]
     
  24. Cross-Coupling of Alkynylsilanols with Aryl Halides Promoted by Potassium Trimethylsilanolate. (with S. Tymonko) J. Org. Chem. 2003, 68, 9151-9154.[pdf]
     
  25. Organosilicon Reagents: Synthesis and Application to Palladium-Catalyzed Cross-Coupling Reactions (with M. H. Ober), Aldrichimica Acta. 2003, 36, 75-85.[pdf]
     
  26. Flouride-Promoted Cross-Coupling Reactions of Alkenylsilanols. Elucidation of the Mechanism through Spectroscopic and Kinetic Analysis (with R. F. Sweis and D. Wehrli), J. Am. Chem. Soc. 2004, 126, 4865-4875.[pdf]
     
  27. Cross-Coupling Reactions of Alkenylsilanolates. Investigation of the Mechanism and Identification of Key Intermediates through Kinetic Analysis (with R. F. Sweis), J. Am. Chem. Soc. 2004, 126, 4876-4882.[pdf]
     
  28. Sequential Ring-Closing Metathesis/Pd-Catalyzed, Si-Assisted Cross-Coupling Reactions: General Synthesis of Highly Substituted Unsaturated Alcohols and Medium-Sized Rings Containing a 1,3-cis-cis Diene Unit (with S.–M. Yang), Tetrahedron. 2004, 60, 9695-9708.[pdf]
     
  29. Palladium-Catalyzed Cross-Coupling Reactions of 2-Indolyldimethylsilanols with Substituted Aryl Halides (with J. D. Baird)Org. Lett. 2004, 6, 3649-3652.[pdf]
     
  30. Total Synthesis of (+)-Brasilenyne. Application of an Intramolecular Silicon-Assisted Cross-Coupling Reaction (with S-. Yang) J. Am. Chem. Soc. 2004, 126, 12432-12440.[pdf]
     
  31. Palladium Catalyzed Cross-Coupling of (Z)-1-Heptenyldimethylsilanol with 4-iodoanisole: (Z)-1-Heptenyl)-4-methoxybenzene (with Z. Wang) Org. Synth. 2004, 81, 42-53.[pdf]
     
  32. Platinum Catalyzed Hydrosilylation and Palladium Catalyzed Cross-Coupling: One-pot Hydroarylation of 1-Heptyne (with Z. Wang) Org. Synth. 2004, 81, 54-62.[pdf]
     
  33. Palladium-Catalyzed Cross-Coupling Reactions of Substituted Aryl(dimethyl)silanols (with M. H. Ober) Adv. Synth. Catal. 2004, 346, 1703-1714.[pdf]
     
  34. Synthesis of 3,4,5-Trisubstituted Isoxazoles via Sequential [3+2] Cycloaddition/Silicon-Based Cross-Coupling Reactions. (w/ J. M. Kallemeyn) J. Org. Chem. 2005, 70, 2839-2842.[pdf]
     
  35. Sequential Cross-Coupling of 1,4-Bissilylbutadienes: Synthesis of Unsymmetrical 1,4-Disubstituted 1,3-Butadienes (w/S. Tymonko) J. Am. Chem. Soc. 2005, 127, 8004-8005.[pdf]
     
  36. Vinylation of Aryl Bromides Using an Inexpensive Vinylpolysiloxane (with C. R. Butler) Org. Lett. 2006, 8, 63-66.[pdf]
     
  37. Palladium-Catalyzed Cross-Coupling Reactions of Heterocyclic Silanolates with Substituted Aryl Iodides and Bromides (with J. D. Baird) Org. Lett. 2006, 8, 793-795.[pdf]
  38. Palladium-Catalyzed Cross-Coupling Reactions of Silanolates: A Paradigm Shift in Silicon-Based Cross-Coupling Reactions (with J. D. Baird) Chem. Eur. J.2006, 12, 4954-4963. [pdf]
     
  39. A Qualitative Examination of the Effects of Silicon Substituents on the Efficiency of Cross-Coupling Reactions (with L. Neuville, M. E. L. Christy, and S. A. Tymonko) J. Org. Chem. 2006, 71, 8500-8509. [pdf]
     
  40. Reduction of Allylpalladium(II)chloride Dimer by Formation of Allyloxysilanes (with R. C. Smith) Synlett, 2006, 18, 2921-2928. [pdf]
     
  41. Stereospecific Palladium-Catalyzed Cross-Coupling of (E)- and (Z)-Alkenylsilanolates with Aryl Chlorides (with J. M. Kallemeyn) J. Am. Chem. Soc. 2006, 128, 15958-15959. [pdf]

  42. Total Synthesis of Papulacandin D (with C. S. Regens and T. Kobayashi) J. Am. Chem. Soc. 2007, 129, 2774-2776 [pdf]

  43. Sequential Silylcarbocyclization/Silicon-Based Cross-Coupling Reactions (with J. H.-C. Liu) J. Am. Chem. Soc. 2007, 129, 3737-3744. [pdf]

  44. Phosphine Oxides as Stabilizing Ligands for the Palladium-Catalyzed Cross-Coupling of Potassium Aryldimethylsilanolates (with R. C. Smith and S. A. Tymonko) Tetrahedron 50th Anniversary Special Edition, 2007, 63, 5730-5738. [pdf]

  45. Palladium-Catalyzed Cross-Coupling of Five-Membered Heterocyclic Silanolates (with J. D. Baird and C. S. Regens) J. Org. Chem. 2008, 73, 1440-1455. [pdf]

  46. Vinylation of Aromatic Halides Using Inexpensive Organosilicon Reagents Illustration of Design of Experiment Protocols (with C. R. Butler) J. Am. Chem. Soc. 2008, 130, 3690-3704. [pdf]

  47. Total Synthesis of Papulacandin D (in Japanese) (with T. Kobayashi and C. S. Regens) Yuki Gosei Kagaku Kyosashi 2008, 66, 616-628. [pdf]  
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