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.