Publications: Friestad Group


36. Friestad, G. K.; Ji, A. "Mn-Mediated Coupling of Alkyl Iodides and Ketimines: A Radical Addition Route to alpha,alpha-Disubstituted alpha-Aminoesters" Org. Lett. 2008, 10, in press.  ASAP 5/8/08.  [PDF]

35. Korapala, C. S.; Qin, J.; Friestad, G. K. "Quinine Synthesis Studies: A Radical-Ionic Annulation via Mn-Mediated Addition to Chiral N-Acylhydrazones" Org. Lett. 2007, 9, 4243-4246.  [PDF]

34. Friestad, G. K.; Mathies, A. K. "Effects of alpha-Alkoxy Substitution and Conformational Constraints on 6-exo Radical Cyclizations of Hydrazones via Reversible Thiyl and Stannyl Additions." Tetrahedron 2007, 63, 9373-9381.  [PDF]

33. Friestad, G. K.; Jiang, T.; Mathies, A. K. "Enhanced Reactivity in Radical Cyclizations of Hydrazones Using the Silicon-Tethered 1-Bromovinyl Group." Tetrahedron 2007, 63, 3964-3972.  [PDF]

32. Friestad, G. K.; Jiang, T.; Mathies, A. K. "Aldehyde-Selective Wacker Oxidation in a Thiyl-Mediated Vinyl Group Transfer Route to Daunosamine." Org. Lett. 2007, 9, 777-780.  [PDF]

31. Friestad, G. K.; Mathies, A. K. "Recent Developments in Asymmetric Catalytic Addition to C=N Bonds." Tetrahedron 2007, 63, 2541-2569.   [PDF]
(#7 most downloaded article in Tetrahedron for the year 2007)

30. Friestad, G. K.; Qin, J.; Suh, Y.; Marié, J.-C. "Mn-Mediated Coupling of Alkyl Iodides and Chiral N-Acylhydrazones: Optimization, Scope, and Evidence for a Radical Mechanism."  J. Org. Chem. 2006, 71, 7016-7027.  [PDF]

29. Ding, H.; Friestad, G. K. "Strecker Reactions of Chiral N-Acylhydrazones." Heterocycles 2006, 70, 185-199.

28. Friestad, G. K.; Korapala, C. S.; Ding, H.  "Dual Activation in Asymmetric Allylsilane Addition to Chiral N-Acylhydrazones: Method Development, Mechanistic Studies, and Elaboration of Homoallylic Amine Adducts." J. Org. Chem. 2006, 71, 281-289.  [PDF]

27. Ding, H.; Friestad, G. K.  "Asymmetric Addition of Allylic Nucleophiles to Imino Compounds."  Synthesis 2005, 2815-2829. 

26. Friestad, G. K.; Draghici, C.; Soukri, M.; Qin, J. "Radical Addition Approach to Asymmetric Amine Synthesis: Design, Implementation, and Comparison of New Chiral N-Acylhydrazones." J. Org. Chem. 2005, 70, 6330-6338.   [PDF]

25. Friestad, G. K.  "Chiral N-Acylhydrazones: Versatile Imino Acceptors for Asymmetric Amine Synthesis."  Eur. J. Org. Chem. 2005, 3157-3172. 
(#1 most read article in Eur. J. Org. Chem. for July 2005)

24. Friestad, G. K.; Fioroni, G. M.  "Haloacetal Radical Cyclizations of alpha- and beta-Hydroxyhydrazones."  Org. Lett. 2005, 7, 2393-2396.  [PDF]

23. Friestad, G. K.; Deveau, A. M.; Marié, J.-C. "Stereoselective Mn-Mediated Coupling of Functionalized Iodides and Hydrazones: A Synthetic Entry to the Tubulysin gamma-Amino Acids" Org. Lett. 2004, 6, 3249-3252.   [PDF]

22. Ding, H.; Friestad, G. K. "Allyltrimethoxysilane Addition to N-Acylhydrazones:  Two Catalytic Methods Employing CuCl and Fluoride." Synthesis 2004, 2216-2221. 

21. Ding, H.; Friestad, G. K. "Trifluoroacetyl-Activated Nitrogen-Nitrogen Bond Cleavage of Hydrazines by Samarium (II) Iodide." Org. Lett. 2004, 6, 637-640.  [PDF]

20. Friestad, G. K.; Massari, S. E.  "A Silicon Tether Approach for Addition of Functionalized Radicals to Chiral alpha-Hydroxyhydrazones: Diastereoselective Additions of Hydroxymethyl and Vinyl Synthons." J. Org. Chem. 2004, 69, 863-875.  [PDF]

19. Friestad, G. K.; Shen, Y.; Ruggles, E. L. "Enantioselective Radical Addition to N-Acylhydrazones Mediated by Chiral Lewis Acids." Angew. Chem. Int. Ed. 2003, 42, 5061-5063. 

18. Friestad, G. K.; Jiang, T.; Fioroni, G. M.  "Tandem Thiyl Radical Addition and Cyclization of Chiral Hydrazones Using a Silicon-Tethered Alkyne." Tetrahedron: Asymmetry 2003, 14, 2853-2856. 

17. Qin, J.; Friestad, G. K. "Stereocontrol in Hydride Addition to Ketone-Derived Chiral N-Acylhydrazones." Tetrahedron 2003, 59, 6393-6402. 

16. Shen, Y.; Friestad, G. K. "Comparison of Electrophilic Amination Reagents for N-Amination of 2-Oxazolidinones and Application to Synthesis of Chiral Hydrazones." J. Org. Chem. 2002, 67, 6236-6239.   [PDF]

15. Friestad, G. K.; Ding, H. "Asymmetric Allylsilane Additions to Enantiopure N-Acylhydrazones with Dual Activation by Fluoride and In(OTf)3." Angew. Chem. Int. Ed. 2001, 40, 4491-4493. 

14. Friestad, G. K.; Qin, J.  "Intermolecular Alkyl Radical Addition to Chiral N-Acylhydrazones Mediated by Manganese Carbonyl." J. Am. Chem. Soc. 2001, 123, 9922-9923.   [PDF]

13. Friestad, G. K.  "Addition of Carbon-Centered Radicals to Imines and Related Compounds" Tetrahedron 2001, 57, 5461-5496. 

12. Friestad, G. K.; Massari, S. E.  "Diastereoselective Vinyl Addition to Chiral Hydrazones via Tandem Thiyl Radical Addition and Silicon-Tethered Cyclization." Org. Lett. 2000, 2, 4237-4240.   [PDF]

11. Friestad, G. K.; Qin, J.  "Highly Stereoselective Intermolecular Radical Addition to Aldehyde Hydrazones from a Chiral 3-Amino-2-oxazolidinone." J. Am. Chem. Soc. 2000, 122, 8329-8330.   [PDF]

10. Kondru, R. K.; Beratan, D. N.; Friestad, G. K.; Smith, A. B., III; Wipf, P.  "Chiral Action at a Distance:  Remote Substituent Effects on the Optical Activity of Calyculins A and B."  Org. Lett. 2000, 2, 1509-1512. 

9. Friestad, G. K. "A Silicon Tether Approach for Diastereocontrol in Radical Addition to Chiral Hydrazones."  Org. Lett. 1999, 1, 1499-1501.   [PDF]


GKF Publications from Prior Appointments

8. Smith, A. B., III; Friestad, G. K.; Barbosa, J., Bertounesque, E.; Duan, J. J.-W.; Hull, K. G.; Iwashima, M.; Qiu, Y.; Spoors, P. G.; Salvatore, B. A. "Total Synthesis of (+)-Calyculin A and (-)-Calyculin B:  Cyanotetraene Construction, Asymmetric Synthesis of the C(26-37) Oxazole, Fragment Assembly, and Final Elaboration."  J. Am. Chem. Soc. 1999, 121, 10478-10486. 

7. Smith, A. B., III; Friestad, G. K.; Barbosa, J., Bertounesque, E.; Hull, K. G.; Iwashima, M.; Qiu, Y.; Salvatore, B. A.; Spoors, P. G.; Duan, J. J.-W. "Total Synthesis of (+)-Calyculin A and (-)-Calyculin B: Asymmetric Synthesis of the C(9-25) Spiroketal Dipropionate Subunit."  J. Am. Chem. Soc. 1999, 121, 10468-10477. 

6. Grubb, L. M.; Dowdy, A. L.; Blanchette, H. S.; Friestad, G. K.; Branchaud, B. P. "An Approach to (+)-Pancratistatin from D-Glucose: A Conformational Lock Solves a Stereochemical Problem." Tetrahedron Lett. 1999, 40, 2691-2694. 

5. Smith, A. B., III; Cho, Y.; Friestad, G. K. "Convenient Wacker Oxidations with Substoichiometric Cupric Acetate." Tetrahedron Lett. 1998, 39, 8765-8768.

4. Smith, A. B., III; Friestad, G. K.; Duan, J. J.-W.; Barbosa, J.; Hull, K. G.; Iwashima, M.; Qiu, Y.; Spoors, P. G.; Bertounesque, E.; Salvatore, B. A.  "Total Synthesis of (+)-Calyculin A and (-)-Calyculin B." J. Org. Chem. 1998, 63, 7596-7597. 

3. Friestad, G. K.; Branchaud, B. P.  "A New Approach to the Pancratistatin C-Ring from D-Glucose:  Ferrier Rearrangement, Pseudoinversion and Pd-Catalyzed Cyclizations."  Tetrahedron Lett. 1997, 38, 5933-5936. 

2. Friestad, G. K.  Control of Reductive vs Non-Reductive Cyclization in Palladium-Catalyzed Aryl-Enone Conjugate Additions and Application to a Synthetic Approach to (+)-Pancratistatin.  Doctoral Dissertation, Department of Chemistry, University of Oregon, 1995.

1. Friestad, G. K.; Branchaud, B. P.  "Intramolecular Pd-Catalyzed Aryl-Enone Conjugate Additions.  Control of Reductive vs. Non-Reductive Cyclization."  Tetrahedron Lett. 1995, 36, 7047-7050.