WOSYPROSS - Topic Summary & Assignments
Topic for September 12, 2017, WOSYPROSS session: "Problem Set 17". This Session will be moderated by Tyler.
Topic for August 29, 2017, WOSYPROSS session: "Problem Set 16". This Session will be moderated by Uygar.
Topic for August 8, 2017, WOSYPROSS session: "Problem Set 15". This Session will be moderated by Sam.
Topic for July 25, 2017, WOSYPROSS session:"Problem Set 14". This Session will be moderated by Jim.
Topic for July 11, 2017, WOSYPROSS session:"Problem Set 13". This Session will be moderated by Yan.
Topic for June 20, 2017, WOSYPROSS session: "Problem Set 12". This Session will be moderated by Desirae.
Topic for June 6, 2017, WOSYPROSS session: "Problem Set 11". This Session will be moderated by Taber.
Topic for May 23, 2017, WOSYPROSS session: "Problem Set 10". This Session will be moderated by Mary.
Topic for May 9, 2017, WOSYPROSS session: "Problem Set 9". This Session will be moderated by Matt.
Topic for April 18, 2017, WOSYPROSS session: "Problem Set 8". This Session will be moderated by Jim.
Topic for April 11, 2017, WOSYPROSS session: "Problem Set 7". This Session will be moderated by Yan.
Topic for March 28, 2017, WOSYPROSS session:"Problem Set 6". This Session will be moderated by Ji-hee.
Topic for March 14, 2017, WOSYPROSS session:"Problem Set 5". This Session will be moderated by Kaylan.
Topic for February 28, 2017, WOSYPROSS session: "Problem Set 4". This Session will be moderated by Desirae.
Topic for February 14, 2017, WOSYPROSS session: "Problem Set 3". This Session will be moderated by Taber.
Topic for January 31, 2017, WOSYPROSS session: "Problem Set 2". This Session will be moderated by Mary.
Topic for January 17, 2017, WOSYPROSS session: "Problem Set 1". This Session will be moderated by Matt.
Topic for April 19, 2016, WOSYPROSS session: "TBA". This Session will be moderated by Desirae.
Topic for March 22, 2016, WOSYPROSS session:"Mechanochemistry". This Session will be moderated by Taber.
Topic for February 16, 2016, WOSYPROSS session: "The Making of a Blockbuster (Drug)". This Session will be moderated by Mary.
Topic for January 12, 2016, WOSYPROSS session: "Name Reactions and their Mechanisms". This Session will be moderated by Matt.
Topic for April 15, 2014, WOSYPROSS session: "TBA". This Session will be moderated by Shelby.
Topic for April 8, 2014, WOSYPROSS session: "Carbohydrates". This Session will be moderated by Nate.
Topic for March 11, 2014, WOSYPROSS session: "Endocrine Disruptors". This Session will be moderated by Pete.
Topic for February 25, 2014, WOSYPROSS session: "Bioisosteres". This Session will be moderated by Mary.
Topic for February 18, 2014, WOSYPROSS session: "Problems". This Session will be moderated by Matt.
Topic for January 28, 2014, WOSYPROSS session: "Jeopardy". This Session will be moderated by Kayla.
Topic for January 21, 2014, WOSYPROSS session: This Session will be moderated by Erin.
Topic for December 17, 2013, WOSYPROSS session: "TBA". This Session will be moderated by Shelby.
Topic for December 3, 2013, WOSYPROSS session: "TBA". This Session will be moderated by Nate.
Topic for November 26, 2013, WOSYPROSS session: "TBA". This Session will be moderated by Pete.
Topic for November 19, 2013, WOSYPROSS session: "TBA". This Session will be moderated by Mary.
Topic for November 5, 2013, WOSYPROSS session: "TBA". This Session will be moderated by Matt.
Topic for October 29, 2013, WOSYPROSS session: "TBA". This Session will be moderated by Kayla.
Topic for October 15, 2013, WOSYPROSS session: This Session will be moderated by Kim.
Topic for October 1, 2013, WOSYPROSS session: This Session will be moderated by Erin.
Topic for August 6, 2013, WOSYPROSS session: "TBA". This Session will be moderated by Mary.
Topic for July 30, 2013, WOSYPROSS session: "TBA". This Session will be moderated by Shelby.
Topic for July 23, 2013, WOSYPROSS session: "TBA". This Session will be moderated by Matt.
Topic for July 16, 2013, WOSYPROSS session: "TBA". This Session will be moderated by Erin.
Topic for July 2, 2013, WOSYPROSS session: "TBA". This Session will be moderated by Pete.
Topic for June 18, 2013, WOSYPROSS session: "TBA". This Session will be moderated by Kayla.
Topic for June 4, 2013, WOSYPROSS session: "The Chemistry of Scents, or: How Rosy It Was". This Session will be moderated by Mary.
Topic for May 28, 2013, WOSYPROSS session: "C-H Bond Functionalizations". This Session will be moderated by Courtney.
Topic for May 21, 2013, WOSYPROSS session: "The Chemistry of Scents". This Session has evaporated.
Topic for May 14, 2013, WOSYPROSS session: "AR We There Yet?" This Session will be moderated by Erin.
Topic for May 7, 2013, WOSYPROSS session: "Virtual Approaches to Research Presentations". This Session is to be moderated by James.
Topic for April 23, 2013, WOSYPROSS session: "Stemona Alkaloid Synthesis in Brazil". This Session will be moderated by Gilmar.
Topic for April 2, 2013, WOSYPROSS session: "AR We There Yet?" No.......
Topic for March 26, 2013, WOSYPROSS session: "Problems, Reactions & Organic Mechanisms (PROM VII)". This Session will be moderated by Shelby.
Topic for March 19, 2013, WOSYPROSS session: "TBA". This Session will be moderated by Stephanie.
Topic for March 5, 2013, WOSYPROSS session: "TBA". This Session will be moderated by Alex.
Topic for February 19, 2013, WOSYPROSS session: "Even Harder Mechanistic Problems (PROM VI)". This Session will be moderated by Matt.
Topic for February 12, 2013, WOSYPROSS session: "Really Hard Mechanistic Problems (PROM V)". This Session will be moderated by Kayla.
Topic for February 5, 2013, WOSYPROSS session: "Serendipitous Advance in Chemistry". This Session will be moderated by Courtney.
Topic for January 29, 2013, WOSYPROSS session: "The Science Fiction in Chemistry". This Session will be moderated by Pete.
Topic for January 8, 2013, WOSYPROSS session: "Fundamentals of Photochemistry". This Session will be moderated by Peter.
Topic for December 18, 2012, WOSYPROSS session: "Conformational Restriction and Steric Hindrance in Medicinal Chemistry". This Session will be moderated by Erin.
Topic for December 11, 2012, WOSYPROSS session: "Problems, Reactions & Organic Mechanisms (PROM IV)". This Session will be moderated by Mary.
Topic for November 20, 2012, WOSYPROSS session: This Session will be moderated by Shelby.
Topic for November 13, 2012, WOSYPROSS session: "Problems, Reactions & Organic Mechanisms (PROM III)". This Session will be moderated by Courtney.
Topic for November 6, 2012, WOSYPROSS session: "Problems, Reactions & Organic Mechanisms (PROM IIb)". This Session will be moderated by Matt.
Topic for October 30, 2012, WOSYPROSS session: "Problems, Reactions & Organic Mechanisms (PROM IIa)". This Session will be moderated by Matt.
Topic for October 9, 2012, WOSYPROSS session: "Problems, Reactions & Organic Mechanisms (PROM I)". This Session will be moderated by Kayla.
Topic for October 2, 2012, WOSYPROSS session:"The Chemistry in Science Fiction". This Session will be moderated by Pete.
Topic for September 4, 2012, WOSYPROSS session: "The Ethical Conduct of Research". This Session will be moderated by Peter.
Topic for April 17, 2012, WOSYPROSS session: This Session will be moderated by Pete.
Topic for April 3, 2012, WOSYPROSS session: This Session will be moderated by Erin.
Topic for March 20, 2012, WOSYPROSS session: This Session will be moderated by Mary.
Topic for February 28, 2012, WOSYPROSS session: This Session will be moderated by Courtney.
Topic for February 14, 2012, WOSYPROSS session: This Session will be moderated by Kayla.
Topic for February 7, 2012, WOSYPROSS session: Efforts Toward STAT3 Inhibitors II. This Session will be moderated by Matt.
Topic for January 31, 2012, WOSYPROSS session: Efforts Toward STAT3 Inhibitors I. This Session will be moderated by Lynn.
Topic for November 8, 2011, WOSYPROSS talk: Development of Mitochondria- Targeted Small Molecule GS-Nitroxides. This talk will be presented by Zhuzhu.
Topic for September 20, 2011, WOSYPROSS session: Research Ethics - PART II. This Session will be moderated by Peter.
Topic for September 13, 2011, WOSYPROSS session: Research Ethics - PART I. This Session will be moderated by Peter.
Topic for August 23, 2011, WOSYPROSS session: HCV Races to Market - Telaprevir vs Boceprevir - PART II. This Session will be moderated by Matt.
Topic for August 16, 2011, WOSYPROSS session: HCV Races to Market - Telaprevir vs Boceprevir - PART I. This Session will be moderated by Matt.
Topic for August 2, 2011, WOSYPROSS session: This Session will be moderated by .
Topic for July 19, 2011, WOSYPROSS session: A Drug Discovery Exercise. This Session will be moderated by Lynn.
Topic for July 5, 2011, WOSYPROSS session: Personalized Medicine and Pharmacogenetics. This Session will be moderated by Erin.
Topic for June 21, 2011, WOSYPROSS session: Almost Everything You Wanted to Know About Compound Filters. This Session will be moderated by Mary.
Topic for June 7, 2011, WOSYPROSS session: Unveiling the Mysteries of the Past. This Session will be moderated by Courtney.
Topic for May 24, 2011, WOSYPROSS session: Biological Assays of UPCMLD Compounds. This Session will be moderated by Pete.
Topic for May 10, 2011, WOSYPROSS session: Organic Chemistry Jeopardy. This Session will be moderated by Kayla.
Topic for August 17, 2010, WOSYPROSS session: Stereochemial Puzzles - Part II. The problem set will be prepared by Peter.
Topic for August 10, 2010, WOSYPROSS session: Stereochemial Puzzles - Part I. The problem set will be prepared by Peter.
Topic for August 3, 2010, WOSYPROSS session: Multistep Organic Synthesis. The problem set will be prepared by Peter.
Topic for July 27, 2010, WOSYPROSS session: Mechanisms in Heterocyclic Chemistry. The problem set will be prepared by Peter.
Topic for July 13, 2010, WOSYPROSS session: Cyclopropane Architectures. The problem set will be prepared by Sarang.
Topic for July 6, 2010, WOSYPROSS session: CP-263,114 and CP-225,917. The problem set will be prepared by Chris.
Topic for June 29, 2010, WOSYPROSS session: Fluorination Reactions. The problem set will be prepared by David.
Topic for June 22, 2010, WOSYPROSS session: Asymmetric Phase Transfer Catalysis. The problem set will be prepared by Gary.
Topic for June 8, 2010, WOSYPROSS session: Controlling Stereoselectivity with the Aid of a Reagent-Directing Group. The problem set will be prepared by Ki Bum.
Topic for June 1, 2010, WOSYPROSS session: Metal-Catalyzed Functionalization of Allenes. The problem set will be prepared by Chad.
Topic for May 4, 2010, WOSYPROSS session: 17. Oxidations and Reductions (for assigned reading, please refer to CHVRN 1301 posting). The problem set will be prepared by Jared.
Topic for April 27, 2010, WOSYPROSS session: 16. Transition Metal-Mediated Couplings (for assigned reading, please refer to CHVRN 1301 posting). The problem set will be prepared by Eric.
Topic for April 20, 2010, WOSYPROSS session: 15. Thermal Cycloadditions (for assigned reading, please refer to CHVRN 1301 posting). The problem set will be prepared by Mike.
Topic for March 30, 2010, WOSYPROSS session: 14. Rearrangements (for assigned reading, please refer to CHVRN 1301 posting). The problem set will be prepared by Marie-Céline.
Topic for March 16, 2010, WOSYPROSS session: 13. Alkaline Earth Metal Enolates (for assigned reading, please refer to CHVRN 1301 posting). The problem set will be prepared by Melissa.
Topic for March 2, 2010, WOSYPROSS session: 12. Enols and Enamines (for assigned reading, please refer to CHVRN 1301 posting). The problem set will be prepared by Xueling.
Topic for February 23, 2010, WOSYPROSS session: 11. Ylide Additions to Carbonyl Groups (for assigned reading, please refer to CHVRN 1301 posting). The problem set will be prepared by Kara.
Topic for February 16, 2010, WOSYPROSS session: 10. Hydride and Carbon Nucleophile Additions to Carbonyl Groups (for assigned reading, please refer to CHVRN 1301 posting). No problem set - meeting is canceled.
Topic for February 9, 2010, WOSYPROSS session: 9. Heteroatom Additions to Carbonyl Groups (for assigned reading, please refer to CHVRN 1301 posting). The problem set will be prepared by Tingting.
Topic for January 26, 2010, WOSYPROSS session: 8. Carbonic Acid Derivatives (for assigned reading, please refer to CHVRN 1301 posting). The problem set will be prepared by Chris.
Topic for December 15, 2009, WOSYPROSS session: 7. Carboxylic Compounds (for assigned reading, please refer to CHVRN 1301 posting). The problem set will be prepared by Marija M.
Topic for December 8, 2009, WOSYPROSS session: 6. Nucleophilic Substitutions on the Carboxyl Carbon (for assigned reading, please refer to CHVRN 1301 posting). The problem set will be prepared by Filip P.
Topic for December 1, 2009, WOSYPROSS session: 5. Aromatic Substitutions (for assigned reading, please refer to CHVRN 1301 posting). The problem set will be prepared by Junyan H.
Topic for November 24, 2009, WOSYPROSS session: 4. Beta Eliminations (for assigned reading, please refer to CHVRN 1301 posting). The problem set will be prepared by Chad H.
Topic for November 10, 2009, WOSYPROSS session: 3. Electrophilic Additions (for assigned reading, please refer to CHVRN 1301 posting). The problem set will be prepared by Nolan G.
Topic for November 3, 2009, WOSYPROSS session: 2. Nucleophilic Substitutions (for assigned reading, please refer to CHVRN 1301 posting). The problem set will be prepared by Adam H.
Topic for October 17, 2009, WOSYPROSS session: 1. Radicals (for assigned reading, please refer to CHVRN 1301 posting). The problem set will be prepared by John M.
Topic for January 31, 2009, MechOM session: Heterocyclic Chemistry
For assigned problems, click here.
Topic for May 3, 2008, MechOM session: Stereoelectronics and Conformational Analysis
For recommended reading, click here.
Topic for June 30, 2007, MechOM session: Physical Organic Chemistry - Organic Reaction Mechanisms Part I
Carey & Sundberg, Advanced Organic Chemistry, Part A: Chapter 4.
Topic for March 24, 2007, MechOM session: Radical Reactions
Reviews: Curran, D. P. In Comprehensive Organic Synthesis; B. M. Trost and I. Fleming, Ed.; Pergamon Press: Oxford, 1991; Vol. 4; pp 715. Sibi, M. P.; Manyem, S.; Zimmerman, J., "Enantioselective radical processes." Chem. Rev. 2003, 103, 3263-3295.
Topic for December 9, 2006, MechOM session: Fragmentation Reactions
Reference: Weyerstahl, P.; Marschall, H., Fragmentation Reactions. In Comprehensive Organic Synthesis, Trost, B. M.; Fleming, I., Eds. Pergamon Press: Oxford, 1991; Vol. 6, p 1041. [pdf]
Topic for June 17, 2006, MechOM session: Cyclopropanation
References: (a) Lebel, H.; Marcoux, J.-F.; Molinaro, C.; Charette, A. B., "Stereoselective cyclopropanation reactions." Chem. Rev. 2003, 103, 977-1050. (b) Dolbier, W. R., Jr.; Battiste, M. A., "Structure, synthesis, and chemical reactions of fluorinated cyclopropanes and cyclopropenes." Chem. Rev. 2003, 103, 1071-1098. (c) Donaldson, W. A., "Synthesis of cyclopropane containing natural products." Tetrahedron 2001, 57, 8589-8628.
Topic for March 25, 2006, MechOM session: Allylation/Crotylation
References: (a) Chemler, S. R.; Roush, W. R., "Stereochemistry of the allylation and crotylation reactions of a-methyl-b-hydroxy aldehydes with allyl- and crotyltrifluorosilanes. Synthesis of anti,anti-dipropionate stereotriads and stereodivergent pathways for the reactions with 2,3-anti- and 2,3-syn-a-methyl-b-hydroxy aldehydes." J. Org. Chem. 2003, 68, 1319-1333. (b) Denmark, S. E.; Fu, J., "Catalytic enantioselective addition of allylic organometallic reagents to aldehydes and ketones." Chem. Rev. 2003, 103, 2763-2793. (c) Arefolov, A.; Panek, J. S., "Crotylsilane reagents in the synthesis of complex polyketide natural products: Total synthesis of (+)-discodermolide." J. Am. Chem. Soc. 2005, 127, 5596-5603.
Topic for December 3, 2005, MechOM session: Sophomore Organic Chemistry or How Sweet It Was!
References: The Vollhardt/Schore Textbook
Topic for July 23, 2005, MechOM session: Organocopper Chemistry
References:
Murphy, M. D.; Ogle, C. A.; Bertz, S. H., "Opening the black box': Oscillations in organocuprate conjugate addition reactions." Chem. Commun.2005, 854-856.
Bertz, S. H.; Human, J.; Ogle, C. A.; Seagle, P., "Subtle factors are important: Radical formation and transmetallation in reactions of butyl cuprates with cyclohexyl iodide." Org. Biomol. Chem.2005, 3, 392-394.
Yamanaka, M.; Kato, S.; Nakamura, E., "Mechanism and regioselectivity of reductive elimination of pi-allylcopper (III) intermediates." J. Am. Chem. Soc.2004, 126, 6287-6293.
Nakamura, E.; Yamanaka, M.; Mori, S., "Complexation of Lewis acid with trialkylcopperi(III): On the origin of BF3-acceleration of cuprate conjugate addition." J. Am. Chem. Soc.2000, 122, 1826-1827.
Nakamura, E.; Mori, S., "Wherefore art thou copper? Structures and reaction mechanisms of organocuprate clusters in organic chemistry." Angew. Chem. Int. Ed.2000, 39, 3750-3771.
Krause, N., "New results regarding the structure and reactivity of cyanocuprates - the end of an old controversy." Angew. Chem. Int. Ed.1999, 38, 79.
Kingsbury, C. L.; Smith, R. A. J., "Some observations on the mechanism of diorganocuprate 1,4-addition reactions with a,b-unsaturated ketones: Effects of diethyl ether in reactions of butylcoppers in toluene." J. Org. Chem.1997, 62, 4629-4634.
Lipshutz, B. H.; James, B., "New 1H and 13C Nmr spectral data on "higher order" cyanocuprates. If the cyano ligand is not on copper, then where is it?" J. Org. Chem.1994, 59, 7585-7587.
Lipshutz, B. H.; Sharma, S.; Ellsworth, E. L., "Higher order cyanocuprates R2Cu(CN)Li2: Discrete reagents or lower order lithium cyanide (LiCN) modified Gilman cuprates?" J. Am. Chem. Soc.1990, 112, 4032-4034.
Corey, E. J.; Hannon, F. J., "A possible transition state assembly for highly diastereoselective conjugate addition reactions of lithium dimethylcuprate with a,b-enones." Tetrahedron Lett.1990, 31, 1393-1396.
Corey, E. J.; Boaz, N. W., "Evidence for a reversible d,p*-complexation, b-cupration sequence in the conjugate addition reaction of gilman reagents with a,b-enones." Tetrahedron Lett.1985, 26, 6015.
Corey, E. J.; Boaz, N. W., "d-orbital stereoelectronic control of the stereochemistry of SN2' displacements by organocuprate reagents." Tetrahedron Lett.1984, 25, 3063-3066.
Topic for March 12, 2005, MechOM session: Woodward-Hoffmann Rules
References:
- David, C. W., "Revisiting Woodward-Hoffmann Rules." J. Chem. Ed. 1999, 76, 999-1001. (pdf)
- Patterson, R. T., "An improved interpretation of the Woodward-Hoffmann rules." J. Chem. Ed. 1999, 76, 1002-1007. (pdf)
- Dolbier, W. R., Jr.; Koroniak, H.; Houk, K. N.; Sheu, C., "Electronic control of stereoselectivities of electrocyclic reactions of cyclobutenes: A triumph of theory in the prediction of organic reactions." Accounts of Chemical Research 1996, 29, 471-477. (pdf)
- DePuy, C. H., "Cyclopropanols." Acc. Chem. Res. 1968, 1, 33-41. (pdf)
- Woodward, R. B.; Hoffmann, R., "Conservation of orbital symmetry." Angewandte Chemie, International Edition in English 1969, 8, 781-853. (pdf)
Topic for December 11, 2004, MechOM session: Stereochemistry
References:
- Basic Organic Stereochemistry by Ernest L. Eliel, Samuel H. Wilen, Michael P. Doyle, Wiley 2001.
- Mikami, K.; Shimizu, M.; Zhang, H. C.; Maryanoff, B. E., "Acyclic stereocontrol between remote atom centers via intramolecular and intermolecular stereo-communication." Tetrahedron 2001, 57, 2917-2951.
- Hoffmann, R. W., "Conformation design of open-chain compounds." Angew. Chem., Int. Ed. Engl. 2000, 39, 2055-2070.
- Gung, B. W., "Diastereofacial selection in nucleophilic additions to unsymmetrically substituted trigonal carbons." Tetrahedron 1996, 52, 5263-5301.
Topic for August 28, 2004, MechOM session: Organometallics
References:
Topic for May 8, 2004, MechOM session: Applications of name reactions in natural product synthesis.
References: