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Pagenkopf Research Group

Developing new synthetic tools for applications in medicinal chemistry, natural products and electronic materials

Publications  |   Courses   |   Contact Information  

Pagenkopf Group Publications

28. Recent Developments in Donor-acceptor Cyclopropanes. Ming Yu and Brian L. Pagenkopf, Tetrahedron 2005, 61, 321–347. [link]

27. Improving Quantum Efficiencies of Siloles and Silole-derived Butadiene Chromophores through Structural Tuning. A. J. Boydston and Brian L. Pagenkopf, Angew. Chem., Int. Ed. 2004, 43, 6336 – 6338. [link] Highlighted by the ACS: Chemical Innovation Heart Cut December 13, 2004. [link]

26. A New Class of Substituted Aryl Bis(oxazoline) Ligands for Highly Enantioselective Copper-Catalyzed Asymmetric Aldol Addition of Dienolsilane to Pyruvate and Glyoxylate Esters. Julie Cong-Dung Le and Brian L. Pagenkopf, Org. Lett. 2004, 6, 4097 – 4099. [link]

25. A Controlled, Iterative Synthesis of Oligo[(p-phenyleneethynylene)-alt-(2,5-siloleneethynylene)]s. A. J. Boydston, Youshi Yin and Brian L. Pagenkopf, J. Am. Chem. Soc. 2004, 126, 10350 – 10354. [link]

24. Asymmetric Hydrogenation of Ortho-alkoxy Substituted Arylenamides. Julie Cong-Dung Le and Brian L. Pagenkopf, J. Org. Chem. 2004, 69, 4177 – 4180. [link]

23. Synthesis and Electronic Properties of Donor-Acceptor p-Conjugated Siloles. A. J. Boydston, Youshi Yin and Brian L. Pagenkopf, J. Am. Chem. Soc. 2004, 126, 3724 – 3725. [link] Highlighted by the ACS: Chemical Innovation Heart Cut April 19, 2004. [link]

22. Synthesis of 2,2'-Bipyrroles and 2,2'-Thienylpyrroles from Donor-acceptor Cyclopropanes and 2-Cyanoheteroles. Ming Yu, G. Dan Pantos, Jonathan L. Sessler and Brian L. Pagenkopf, Org. Lett. 2004, 6, 1057 – 1059. [link]

21. Synthesis of the C(1) – C(12) Segment of Peloruside A by an alpha-Benzyloxymethyl Ketone Aldol Strategy. Darren W. Engers, Martin J. Bassindale and Brian L. Pagenkopf, Org. Lett. 2004, 6, 663 – 666. [link]

20. Selective Oxidation of Zirconocyclopentenes via Organoboranes. Jeffrey S. T. Gorman, Scott T. Iacono and Brian L. Pagenkopf, Org. Lett. 2004, 6, 67 – 70. [link]

19. A Powerful New Strategy for Diversity-oriented Synthesis of Pyrroles from Donor-acceptor Cyclopropanes and Nitriles. Ming Yu and Brian L. Pagenkopf, Org. Lett. 2003, 5, 5099 – 5101. [link]

18. Allylation of Donor-Acceptor Cyclopropanes. Ming Yu and Brian L. Pagenkopf, Org. Lett. 2003, 5, 4639 – 4640. [link]

17. Stereospecific and Efficient Alkynylation at the More Hindered Carbon of Trisubstituted Epoxides. Hongda Zhao and Brian L. Pagenkopf, Chem. Commun. 2003, 2592 – 2593. [link]

16. Formal [3+2] Cycloadditions of Donor-acceptor Cyclopropanes and Nitriles. Ming Yu and Brian L. Pagenkopf, J. Am. Chem. Soc. 2003, 125, 8122 – 8123. [link]

15. Dipodal Ligands from Chiral Spiro[2.4]hepta-4,6-dienes: Solid State Conformational Effects by Tether Substitution in Dipodal CpP Ruthenium(II) Complexes. Jeffrey S. T. Gorman, Vincent Lynch, Brian L. Pagenkopf,* and Brandon Young, Tetrahedron Lett. 2003, 44, 5435 – 5439. [link]

14. Acetal Formation by Solvolysis of Glucal-Derived Donor-acceptor Cyclopropanes. Ming Yu and Brian L. Pagenkopf, Tetrahedron 2003, 59, 2765 – 2771. [link

13. New Mixed Phosphonate Esters by Transesterification of Pinacol-phosphonates and their use in Aldehyde and Ketone Coupling Reactions with Non-stabilized Phosphonates. John F. Reichwein and Brian L. Pagenkopf, J. Org. Chem. 2003, 68, 1459 – 14630. [link]

 12. A New Horner-Wadsworth-Emmons Type Coupling Reaction Between Non-stabilized β-Hydroxy Phosphonates and Aldehydes or Ketones. John F. Reichwein and Brian L. Pagenkopf, J. Am. Chem. Soc. 2003, 125, 1821 – 1824. [link]

 11. The Regioselective Mono-deprotection of 1,3-Dioxa-2,2-(di-tert-butyl)-2-silacyclohexanes with BF3•SMe2. Ming Yu and Brian L. Pagenkopf, J. Org. Chem. 2002, 67, 4553 – 4558. [link]

 10. On the Mechanism of the Silicon-tethered Reductive Pauson-Khand Reaction. John F. Reichwein, Scott T. Iacono and Brian L. Pagenkopf, Tetrahedron 2002, 58, 3813 – 3822. [link]

 9. Cyclocarbonylation of Silicon Tethered Enynes Derived from Propargylic Alcohols and Vinylsilanes: A New Reductive Pauson-Khand Reaction with a Traceless Tether. John F. Reichwein, Scott T. Iacono, Mittun C. Patel, and Brian L. Pagenkopf, Tetrahedron Lett. 2002, 43, 3739 – 3741. [link]

 8. Rhodium Catalyzed Regioselective Olefin Hydrophosphorylation. John F. Reichwein, Mittun C. Patel and Brian L. Pagenkopf, Org. Lett. 2001, 3, 4303 – 4306. [link]

 7. Intramolecular Cyclopropanation of Glycals: Studies Toward the Synthesis of Canadensolide, Sporothriolide, and Xylovobide. Ming Yu, Vincent Lynch and Brian L. Pagenkopf, Org. Lett. 2001, 3, 2563 – 2566. [link]

 

 Dr. Pagenkopf’s publications from graduate and postdoctoral studies

6. (Alkylthio)alkynes as Addends in the Co(0) Catalyzed Intramolecular Pauson-Khand Reaction.  Substituent Driven Efficiency and Stereoselectivity Enhancements of Annulation. Brian L. Pagenkopf, David B. Belanger, Donogh O'Mahony and Tom Livinghouse,* Synthesis 2000, 1009 – 1019. [link

5. Asymmetric Catalysis with Transition Metal Fluorides. Brian L. Pagenkopf and Erick M. Carreira,* Chem. Eur. J. 1999, 5, 3437 – 3442. [link

4.  Titanium Fluoride Catalyzed Asymmetric Addition of Trimethylaluminum to Aldehydes.  Brian L. Pagenkopf and Erick M. Carreira,* Tetrahedron Lett. 1998, 39, 9593 – 9596. [link

3.  Mechanistic Insights into the Cu-Catalyzed Asymmetric Aldol Reaction: Chemical and Spectroscopic Evidence for a Metalloenolate Intermediate.  Brian L. Pagenkopf, Jochen Krüger, Aleksandar Stojanovic and Erick M. Carreira,* Angew. Chem., Int.  Ed. Engl. 1998, 37, 3124 – 3126. [link

2. Photochemical Promotion of the Intramolecular Pauson-Khand Reaction.  A New Experimental Protocol for Cobalt Catalyzed [2 + 2 + 1] Cycloadditions.  Brian L. Pagenkopf and Tom Livinghouse,* J. Am. Chem. Soc. 1996, 118, 2285 – 2286. [link

1.  Substrate Control of Diastereoselectivity in Zirconium(II) Mediated Enyne Cyclizations.  Brian L. Pagenkopf, Eric C. Lund and Tom Livinghouse,* Tetrahedron 1995, 51, 4421 – 4438. ­­[link]

 

Book and Software Reviews

5. Brian L. Pagenkopf. ACD/HNMR Predictor and ACD/CNMR Predictor. Advanced Chemistry Development, Inc. (ACD/Labs), 90 Adelaide St. West, Suite 600, Toronto, ON M5H 2V9, CANADA.  J. Am. Chem. Soc. 2005, in press.

4. Brian L. Pagenkopf. Synthetic Applications of 1,3-Dipolar Cycloaddition Chemistry Toward Heterocycles and Natural Products.  Edited by A. Padwa (Emory University) and W. H. Pearson (University of Michigan). Wiley-Interscience, Hoboken, New Jersey. 2003. xii + 940 pp.6 x 91/2 in. $105 (paperback), $445 (hardcover). ISBN: 0-471-28061-5. J. Nat. Prod. 2004, 67, 1074 – 1074.

3. Brian L. Pagenkopf. Organolithiums in Enantioselective Synthesis. Topics in Organometallic Chemistry, Volume 5 Edited by David M. Hodgson (University of Oxford). Springer-Verlag: Berlin, Heidelberg, New York. 2003. x + 320 pp. $229.00. ISBN 3-540-00104-2. J. Am. Chem. Soc. 2003, 125, 15269. 

2. Brian L. Pagenkopf; Modern Carbonyl Chemistry Edited by Junzo Otera (Okayama University of Science). Wiley-VCH: Weinheim. 2000. xx + 614 pp. $169.95. ISBN 3-527-29871-1. J. Am. Chem. Soc. 2001, 123, 6464. 

1.  Brian L. Pagenkopf; Tartaric and Malic Acids in Synthesis: A Source Book of Building Blocks, Ligands, Auxiliaries, and Resolving Agents. By Jacek Gawroński and Krystyna Gawrońska (Adam Mickiewicz University, Poznań, Poland).  Wiley: New York and Toronto. 1999.  xxii + 591 pp. $149.00. ISBN 0-471-24451-1. J. Am. Chem. Soc. 1999, 121, 10670.

 Checked Procedures

 1.  The Catalytic Intramolecular Pauson-Khand Reaction: 2,3,3a,4-Tetrahydro-2[(4-methylbenzene)sulfonyl]-cyclo[C]Pyrrol-5(1h)-one (Cyclopenta[b]pyrrol-5(1H)-one. Mittun C. Patel, Tom Livinghouse and Brian L. Pagenkopf, Org. Syn. 2003, 80, 93 – 103.