Selected Publications

  • Pitts, C. R.; Ling, B.; Woltornist, R.; Liu, R.; Lectka, T. "Triethylborane-Initiated Radical Chain Fluorination: A Synthetic Method Derived from Mechanistic Insight" J. Org. Chem. 2014. DOI: 10.1021/jo501520e.
  • Pitts, C. R.; Bloom, S.; Woltornist, R.; Auvenshine, D.; Ryzhkov, L. R.; Siegler, M. A.; Lectka, T. "Direct, Catalytic Monofluorination of sp3 C-H Bonds: A Radical-Based Mechanism with Ionic Selectivity" J. Am. Chem. Soc. 2014, 136, 9780-9791 PDF
  • Struble, M. D.; Kelly, C.; Siegler, M. A.; Lectka, T. "Search for a Strong, Virtually "No-Shift" H-Bond: A "Cage" Molecule with an Exceptional OH---F Interaction" Angew. Chem. 2014, 53, 8924-8928 PDF
  • Bloom, S.; Knippel, J. L.; Holl, M. G.; Barber, R.; Lectka, T. "A Cooperative Allylic Fluorination: Combination of Nucleophilic and Electrophilic Fluorine Sources" Tetrahedron Lett. 2014, 55, 4576-4580 PDF
  • Pitts, C. R.; Lectka, T. "Chemical Synthesis of β‑Lactams: Asymmetric Catalysis and Other Recent Advances" Chem. Rev. 2014, 114, 7930-7953 PDF
  • Struble, M. D.; Strull, J.; Patel, K.; Siegler, M. A.; Lectka, T. "Modulating 'Jousting' C−F---H−C Interactions with a Bit of Hydrogen Bonding" J. Org. Chem. 2014, 79 (1), 1–6 PDF
  • Bloom, S.; Knippel, J. L.; Lectka, T. "A photocatalyzed aliphatic fluorination" Chem. Sci. 2014, 5, 1175-1178. PDF
  • Bloom, S.; Sharber, S. A.; Holl, M. G.; Knippel, J. L.; Lectka, T. "Metal-Catalyzed Benzylic Fluorination as a Synthetic Equivalent to 1,4-Conjugate Addition of Fluoride" J. Org. Chem. 2013, 78 (21), 11082–11086 PDF
  • DeBlase, A. F.; Bloom, S.; Lectka, T.; Jordan, K. D.; McCoy, A. B.; Johnson, M. A.  "Origin of the diffuse vibrational signature of a cyclic intramolecular proton bond: anharmonic analysis of protonated 1,8-disubstituted naphthalene ions" J. Chem. Phys. 2013139, 024301 PDF
  • DeBlase, A. F.; Scerba, M. T.; Lectka, T.; Johnson, M. A.  "Vibrational predissociation spectroscopy of Ar-tagged, trisubstituted silyl cations" Chem. Phys. Lett. 2013, 568-569, 9-13 PDF
  • Struble, M. D.; Scerba, M. T.; Siegler, M.; Lectka, T.  "Evidence for a Symmetrical Fluoronium Ion in Solution" Science 2013, 340, 57-60 PDF
  • Bloom, S.; Pitts, C. R.; Woltornist, R.; Griswold, A.; Holl, M. G.; Lectka, T.  "Iron(II)-Catalyzed Benzylic Fluorination" Org. Lett. 2013, 15, 1722-1724 PDF
  • Bloom, S.; Pitts, C. R.; Miller, D.; Haselton, N.; Holl, M. G.; Urheim, E.; Lectka, T.  "A Polycomponent Metal-Catalyzed Aliphatic, Allylic, and Benzylic Fluorination" Angew. Chem. 2012, 51, 10580-10583 PDF
  • Erb, J.; Strull, J.; Miller, D.; He, J.; Lectka, T.  "The Diels–Alder Cyclization of Ketenimines" Org. Lett. 2012, 14 (8), 2191-2193 PDF
  • Scerba, M. T.; DeBlase, A. F.; Bloom, S.; Dudding, T.; Johnson, M. A.; Lectka, T.  "Characterization of Highly Unusual NH+–O Hydrogen Bonding to Ester Ether Oxygen Atoms through Spectroscopic and Computational Studies" J. Phys. Chem. 2012, 116 (14), 3556-3560 PDF
  • Scerba, M. T.; Bloom, S.; Haselton, N.; Siegler, M.; Jaffe, J.; Lectka, T.  "Interaction of a C-F Bond with the pi-System of a C=C Bond or 'Head On' with a Proximate C-H Bond." J. Org. Chem. 2012, 77, 1605-1609 PDF
  • Scerba, M. T.; Leavitt, C. M.; Diener, M. E.; Deblase, A. F.; Guasco, T. L.; Siegler, M. A.; Bair, N.; Johnson, M. A.; Lectka, T.  "NH+-F Hydrogen Bonding in a Fluorinated "Proton Sponge" Derivative: Integration of Solution, Solid-State, Gas-Phase, and Computational Studies" J. Org. Chem. 2011, 76, 7975-7984 PDF
  • Bloom, S.; Scerba, M. T.; Erb, J.; Lectka, T.  "Tricomponent Catalytic alpha,alpha-Difluorination of Acid Chlorides" Org. Lett. 2011, 13, 5068-5071 PDF
  • Erb, J.; Paull, D. H.; Belding, L.; Dudding, T.; Lectka, T.  "From Bifunctional to Trifunctional (Tricomponent Nucleophile–Transition Metal–Lewis Acid) Catalysis: The Catalytic, Enantioselective alpha-Fluorination of Acid Chlorides" J. Am. Chem. Soc. 2011, 133, 7536-7546 PDF
  • Erb, J.; Alden-Danforth, E.; Kopf, N.; Scerba, M. T.; Lectka, T.  "Combining Asymmetric Catalysis with Natural Product Functionalization through Enantioselective alpha-Fluorination" J. Org. Chem. 2010, 75 (3), 969-971 PDF
  • Paull, D. H.; Weatherwax, A.; Lectka, T.  "Catalytic, Asymmetric Reactions of Ketenes and Ketene Enolates" Tetrahedron 2009, 65 (34), 6771-6803 PDF
  • Abraham, C.; Paull, D. H.; Dogo-Isonagie, C.; Lectka, T.  "Diastereoselective Synthesis of trans-beta-Lactams Using a Simple Multifunctional Catalyst" Synlett 2009, 10, 1651-1654 PDF
  • Paull, D. H.; Scerba, M. T.; Alden-Danforth, E.; Widger, L. R.;  Lectka, T.  "Catalytic, Asymmetric alpha-Fluorination of Acid Chlorides: Dual Metal-Ketene Enolate Activation" J. Am. Chem. Soc. 2008, 130 (51), 17260-17261 PDF
  • Abraham, C. J.; Paull, D. H.; Bekele, T.; Scerba, M. T.; Dudding, T; Lectka, T. "A Surprising Mechanistic 'Switch' in Lewis Acid Activation: A Bifunctional, Asymmetric Approach to alpha-Hydroxy Acid Derivatives" J. Am. Chem. Soc. 2008, 130 (50), 17085-17094 PDF
  • Alden-Danforth, E.; Scerba, M. T.; Lectka, T. "Asymmetric Cycloadditions of o-Quinone Methides Employing Chiral Ammonium Fluoride Precatalysts" Org. Lett. 2008, 10 (21), 4951-4953 PDF
  • Singh, P.; Williams, S. A.; Shah, M. H.; Lectka, T.; Pritchard, G. J.; Isaacs, J. T.; Denmeade, S. R. "Mechanistic Insights into the Inhibition of Prostate Specific Antigen by beta-Lactam Class Compounds" Proteins-Structure Function and Bioinformatics 2008, 70 (4), 1416-1428 PDF
  • Paull, D. H.; Abraham, C. J.; Scerba, M. T.; Alden-Danforth, E.; Lectka, T. "Bifunctional Asymmetric Catalysis: Cooperative Lewis Acid/Base Systems" Acc. Chem. Res. 2008, 41 (5), 655-663 PDF
  • Paull, D. H.; Wolfer, J.; Grebinski, J. W.; Weatherwax, A.; Lectka, T. "Catalytic, Asymmetric Inverse Electron Demand Hetero Diels-Alder Reactions of o-Benzoquinone Derivatives and Ketene Enolates" Chimia 2007, 61 (5), 240-246 PDF
  • Paull, D. H.; Alden-Danforth, E.; Wolfer, J.; Dogo-Isonagie, C.; Abraham, C. J.; Lectka, T. "An Asymmetric, Bifunctional Catalytic Approach to Non-Natural alpha-Amino Acid Derivatives" J. Org. Chem. 2007, 72 (14), 5380-5382 PDF
  • Dogo-Isonagie, C.; Bekele, T.; France, S.; Wolfer, J.; Weatherwax, A.; Taggi, A. E.; Paull, D. H.; Dudding, T.; Lectka, T. "A Mechanistic Study on the Catalytic, Asymmetric alpha-Bromination of Acid Chlorides" Eur. J. Org. Chem. 2007, 1091-1100 PDF
  • Dogo-Isonagie, C.; Bekele, T.; France, S.; Wolfer, J.; Weatherwax, A.; Taggi, A. E.; Lectka, T. "Scalable Methodology for the Catalytic, Asymmetric alpha-Bromination of Acid Chlorides" J. Org. Chem. 2006, 71 (23), 8946-8949 PDF
  • Abraham, C. J.; Paull, D. H.; Scerba, M. T.; Grebinski, J. W.; Lectka, T. "Catalytic, Enantioselective Bifunctional Inverse Electron Demand Hetero-Diels--Alder Reactions of Ketene Enolates and o-Benzoquinone Diimides" J. Am. Chem. Soc. 2006, 128 (41), 13370-13371 PDF
  • Wolfer, J.; Bekele, T.; Abraham, C. J.; Dogo-Isonagie, C.; Lectka, T. "Catalytic, Asymmetric Synthesis of 1,4-Benzoxazinones: A Remarkably Enantioselective Route to alpha-Amino Acid Derivatives from o-Benzoquinone Imides" Angew. Chem. 2006, 45 (44), 7398-7400 PDF
  • Bekele, T.; Shah, M. H.; Wolfer, J.; Abraham, C. J.; Weatherwax, A.; Lectka, T. "Catalytic, Enantioselective [4 + 2]-Cycloadditions of Ketene Enolates and o-Quinones: Efficient Entry to Chiral, alpha-Oxygenated Carboxylic Acid Derivatives" J. Am. Chem. Soc. 2006, 128 (6), 1810-1811 PDF
  • Weatherwax, A.; Abraham, C. J.; Lectka, T. "An Anionic Nucleophilic Catalyst System for the Diastereoselective Synthesis of trans-beta-Lactams" Org. Lett. 2005, 7 (16), 3461-3463 PDF
  • France, S.; Bernstein, D.; Weatherwax, A.; Lectka, T. "Performing the Synthesis of a Complex Molecule on Sequentially Linked Columns: Toward the Development of a 'Synthesis Machine'" Org. Lett. 2005, 7 (14), 3009-3012 PDF
  • France, S.; Weatherwax, A.; Lectka, T. "Recent Developments in Catalytic, Asymmetric alpha-Halogenation: A New Frontier in Asymmetric Catalysis" Eur. J. Org. Chem. 2005, 475-479 PDF
  • France, S.; Shah, M.; Weatherwax, A.; Wack, H.; Roth, J.; Lectka, T. "Bifunctional Lewis Acid-Nucleophile-Based Asymmetric Catalysis: Mechanistic Evidence for Imine Activation Working in Tandem with Chiral Enolate Formation in the Synthesis of beta-Lactams" J. Am. Chem. Soc. 2005, 127 (4), 1206-1215 PDF
  • Bernstein, D.; France, S.; Wolfer, J.; Lectka, T. “A column based 'flush and flow' system for the asymmetric alpha-chlorination of acid halides” Tetrahedron: Asymmetry 2005, 16, 3481-3483 PDF
  • France, S.; Weatherwax, A.; Taggi, A. E.; Lectka, T. “Advances in the Catalytic, Asymmetric Synthesis of beta-Lactams” Acc. Chem. Res. 2004, 37 (8), 592-600 PDF
  • Wack, H.; France, S.; Hafez, A. M.; Drury, W. J., III; Weatherwax, A.; Lectka, T. “Development of a New Dimeric Cyclophane Ligand: Application to Enhanced Diastereo- and Enantioselectivity in the Catalytic Synthesis of beta-Lactams” J. Org. Chem. 2004, 69 (13), 4531-4533 PDF
  • France, S.; Wack, H.; Taggi, A. E.; Hafez, A. M.; Wagerle, T. R.; Shah, M. H.; Dusich, C. L.; Lectka, T. “Catalytic, Asymmetric alpha-Chlorination of Acid Halides” J. Am. Chem. Soc. 2004, 126 (13), 4245-4255 PDF
  • Shah, M. H.; France, S.; Lectka, T. “Bicarbonate Salts as Cost-Effective Bases for the Synthesis of Ketenes and Their Synthetic Equivalents Applied to the Asymmetric Synthesis of beta-Lactams” Synlett 2003, 12, 1937-1939 PDF
  • France, S.; Guerin, D. J.; Miller, S. J.; Lectka, T. “Nucleophilic Chiral Amines as Catalysts in Asymmetric Synthesis” Chem. Rev. 2003, 103 (8), 2985-3012 PDF
  • Hafez, A. M.; Dudding, T.; Wagerle, T. R.; Shah, M. H.; Taggi, A. E.; Lectka, T. “A Multistage, One-Pot Procedure Mediated by a Single Catalyst: A New Approach to the Catalytic Asymmetric Synthesis of alpha-Amino Acids” J. Org. Chem. 2003, 68 (15), 5819-5825 PDF
  • Taggi, A. E.; Hafez, A. M.; Lectka, T. “alpha-Imino Esters: Versatile Substrates for the Catalytic, Asymmetric Synthesis of alpha- and beta-Amino Acids and beta-Lactams” Acc. Chem. Res. 2003, 36 (1), 10-19 PDF
  • Hafez, A. M.; Taggi, A. E.; Lectka, T. “Sequential Column Asymmetric Catalysis” Chem.—Eur. J. 2002, 8 (18), 4114-4119 PDF
  • Taggi, A. E.; Hafez, A. M.; Dudding, T.; Lectka, T. “Molecular Mechanics Calculations as Predictors of Enantioselectivity for Chiral Nucleophile Catalyzed Reactions” Tetrahedron 2002, 58 (41), 8351-8356. PDF
  • Taggi, A. E.; Hafez, A. M.; Wack, H.; Young, B.; Ferraris, D.; Lectka, T. “The Development of the First Catalyzed Reaction of Ketenes and Imines: Catalytic, Asymmetric Synthesis of beta-Lactams” J. Am. Chem. Soc. 2002, 124 (23), 6626-6635 PDF
  • France, S.; Wack, H.; Hafez, A. M.; Taggi, A. E.; Witsil, D. R.; Lectka, T. “Bifunctional Asymmetric Catalysis: A Tandem Nucleophile/Lewis Acid Promoted Synthesis of beta-Lactams” Org. Lett. 2002, 4 (9), 1603-1605 PDF
  • Taggi, A. E.; Wack, H.; Hafez, A. M.; France, S.; Lectka, T. “Generation of Ketenes from Acid Chlorides Using NaH/Crown Ether Shuttle-Deprotonation for Use in Asymmetric Catalysis” Org. Lett. 2002, 4 (4), 627-629 PDF
  • Dudding, T.; Hafez, A. M.; Taggi, A. E.; Wagerle, T. R.; Lectka, T. "A Catalyst that Plays Multiple Roles: Asymmetric Synthesis of beta-Substituted Aspartic Acid Derivatives through a Four-Stage, One-Pot Procedure” Org. Lett. 2002, 4 (3), 387-390 PDF
  • Ferraris, D.; Young, B.; Cox, C.; Dudding, T.; Drury, W. J., III; Ryzhkov, L.; Taggi, A. E.; Lectka, T. “Catalytic, Enantioselective Alkylation of alpha-Imino Esters: The Synthesis of Nonnatural alpha-Amino Acid Derivatives” J. Am. Chem. Soc. 2002, 124 (1), 67-77 PDF
  • Hafez, A. M.; Taggi, A. E.; Dudding, T.; Lectka, T. “Asymmetric Catalysis on Sequentially-Linked Columns” J. Am. Chem. Soc. 2001, 123 (44), 10853-10859 PDF
  • Hafez, A. M.; Taggi, A. E.; Wack, H.; Esterbrook, J.; Lectka, T. “Reactive Ketenes through a Carbonate/Amine Shuttle Deprotonation Strategy: Catalytic, Enantioselective alpha-Bromination of Acid Chlorides” Org. Lett. 2001, 3 (13), 2049-2051 PDF
  • Wack, H.; Taggi, A. E.; Hafez, A. M.; Drury, W. J., III; Lectka, T. “Catalytic, Asymmetric alpha-Halogenation” J. Am. Chem. Soc. 2001, 123 (7), 1531-1532 PDF
  • Hafez, A. M.; Taggi, A. E.; Wack, H.; Drury, W. J., III; Lectka, T. “Column Asymmetric Catalysis for beta-Lactam Synthesis” Org. Lett. 2000, 2 (25), 3963-3965 PDF
  • Cox, C.; Lectka, T. “Synthetic Catalysis of Amide Isomerization” Acc. Chem. Res. 2000, 33 (12), 849-858 PDF
  • Taggi, A. E.; Hafez, A. M.; Wack, H.; Young, B.; Drury, W. J., III; Lectka, T. “Catalytic, Asymmetric Synthesis of beta-Lactams” J. Am. Chem. Soc. 2000, 122 (32), 7831-7832 PDF
  • Wack, H.; Drury, W. J., III; Taggi, A. E.; Ferraris, D.; Lectka, T. “Nucleophilic Metal Complexes as Acylation Catalysts: Solvent-Dependent 'Switch' Mechanisms Leading to the First Catalyzed Staudinger Reaction” Org. Lett. 1999, 1 (12), 1985-1988 PDF
  • Cox, C.; Wack, H.; Lectka, T. “Nucleophilic Catalysis of Amide Isomerization” J. Am. Chem. Soc. 1999, 121 (34), 7963-7964 PDF
  • Cox, C.; Lectka, T. “Intramolecular Acid-Catalyzed Amide Isomerization in Aqueous Solution” Org. Lett. 1999, 1 (5), 749-752 PDF
  • Ferraris, D.; Young, B.; Dudding, T.; Drury, W. J., III; Lectka, T. “Catalytic, Enantioselective Alkylations of N,O- and N, N-Acetals and Hemiacetals” Tetrahedron 1999, 55 (29), 8869-8882 PDF
  • Cox, C.; Wack, H.; Lectka, T. “Strong Hydrogen Bonding to the Amide Nitrogen Atom in an 'Amide Proton Sponge': Consequences for Structure and Reactivity” Angew. Chem. 1999, 38 (6), 798-800 PDF
  • Ferraris, D.; Dudding, T.; Young, B.; Drury, W. J., III; Lectka, T. “Catalytic, Enantioselective Alkylations of N,O-Acetals” J. Org. Chem. 1999, 64 (7), 2168-2169 PDF
  • Drury, W. J., III; Ferraris, D.; Cox, C.; Young, B.; Lectka, T. “A Novel Synthesis of alpha-Amino Acid Derivatives through Catalytic, Enantioselective Ene-Reactions of alpha-Imino Esters” J. Am. Chem. Soc. 1998, 120 (42), 11006-11007 PDF
  • Cox, C.; Lectka, T. “Intramolecular Catalysis of Amide Isomerization: Kinetic Consequences of the 5-NH- -Na Hydrogen Bond in Prolyl Peptides” J. Am. Chem. Soc. 1998, 120 (41), 10660-10668 PDF
  • Ferraris, D.; Young, B.; Cox, C.; Drury, W. J., III; Dudding, T.; Lectka, T. “Diastereoselective and Enantioselective Alkylation of alpha-Imino Esters with Enol Silanes Catalyzed by (R)-Tol-BINAP-CuClO4(MeCN)2J. Org. Chem. 1998, 63 (18), 6090-6091 PDF
  • Ferraris, D.; Drury, W. J., III; Cox, C.; Lectka, T. "'Orthogonal' Lewis Acids: Catalyzed Ring Opening and Rearrangement of Acylaziridines” J. Org. Chem. 1998, 63 (14), 4568-4569 PDF
  • Ferraris, D.; Young, B.; Dudding, T.; Lectka, T. “Catalytic, Enantioselective Alkylation of alpha-Imino Esters Using Late Transition Metal Phosphine Complexes as Catalysts” J. Am. Chem. Soc. 1998, 120 (18), 4548-4549 PDF
  • Cox, C.; Lectka, T. “Solvent Effects on the Barrier to Rotation in Carbamates” J. Org. Chem. 1998, 63 (8), 2426-2427 PDF
  • Ferraris, D.; Cox, C.; Anand, R.; Lectka, T. “C-F Bond Activation by Aryl Carbocations: Conclusive Intramolecular Fluoride Shifts between Carbon Atoms in Solution and the First Examples of Intermolecular Fluoride Ion Abstractions” J. Am. Chem. Soc. 1997, 119 (18), 4319-4320 PDF
  • Cox, C.; Young, V. G. Jr.; Lectka, T. “Intramolecular Catalysis of Amide Isomerization” J. Am. Chem. Soc. 1997, 119 (9), 2307-2308. PDF
  • Cox, C.; Ferraris, D.; Murthy, N. N.; Lectka, T. “Copper(II)-Catalyzed Amide Isomerization: Evidence for N-Coordination” J. Am. Chem. Soc. 1996, 118 (22), 5332-5333 PDF