2007-present
“Mechanistic Studies of Formal Thioboration Reactions of Alkynes,”
Isslan, A.; Faizi, D. J.; Bailey, J. O.; Mayer, P.; Berionni, G.; Singleton, D.
A.; Blum, S. A.
J. Org. Chem. 2017,
82, 8165-8178
“Ir-Catalyzed ortho-Borylation of Phenols Directed by Substrate-Ligand
Electrostatic Interactions: A Combined Experimental/in Silico Strategy for
Optimizing Weak Interactions,” Chattopadhyay, B.; Dannatt, J. E.; Andujar-de
Sanctis, I. L.; Gore, K. A.; Maleczka, R. E.; Singleton, D. A.; Smith, M. R.
J. Am. Chem. Soc. 2017,
139, 7864-7871
. (DOI: 10.1021/jacs.7b02232)
“Concert along the Edge: Dynamics and the Nature of the Border between General
and Specific Acid–Base Catalysis,” Aziz, H. R.; Singleton, D. A.
J. Am. Chem. Soc. 2017,
139, 5965-5972
. (DOI: 10.1021/jacs.7b02148)
“Dynamics and the Regiochemistry of Nitration of Toluene,” Nieves-Quinones, Y.;
Singleton, D. A.
J. Am. Chem. Soc. 2016,
138, 15167–15176. (DOI: 10.1021/jacs.6b07328)
“Controlling Selectivity by Controlling Energy Partitioning in a Thermal
Reaction in Solution,” Kurouchi, H.; Andujar-De Sanctis, I. L.; Singleton, D.
A.
J. Am. Chem. Soc. 2016,
138, 14534–14537. (DOI: 10.1021/jacs.6b09052)
“Dynamically Complex [6+4] and [4+2] Cycloadditions in the Biosynthesis of
Spinosyn A,” A. Patel, Z. Chen, Z. Yang, O. Gutierrez, H. –w. Liu, K. N. Houk,
and D. A. Singleton,
J. Am. Chem. Soc.
2016,
138, 3631-3634
. (DOI: 10.1021/jacs.6b00017)
“Controlling Selectivity
by Controlling the Path of Trajectories,” Biswas, B.; Singleton, D. A. J. Am. Chem. Soc. 2015, 137, 14244-14247. (DOI: 10.1021/jacs.5b08635)
“A Case Study of the Mechanism of Alcohol-Mediated Morita Baylis-Hillman
Reactions. The Importance of Experimental Observations,” Plata, R. E.;
Singleton, D. A. J. Am. Chem. Soc. 2015, 137, 3811-3826. (DOI: 10.1021/ja5111392)
“Isotope Effects, Dynamic Matching, and Solvent Dynamics in a Wittig Reaction.
Betaines as Bypassed Intermediates,” Chen, Z.; Nieves-Quinones,
Y.; Waas, J. R.; Singleton, D. A. J.
Am. Chem. Soc. 2014 136,
13122-13125. DOI: 10.1021/ja506497b
“Dynamics and a Unified Understanding
of Competitive [2,3]- and [1,2]-Sigmatropic Rearrangements Based on a Study of
Ammonium Ylides,” Biswas, B.; Collins, S. C.; Singleton, D. A. J. Am. Chem. Soc. 2014 136, 3740-3743. (DOI: 10.1021/ja4128289)
“Racing Carbon Atoms. Atomic
Motion Reaction Coordinates and Structural Effects on Newtonian Kinetic Isotope
Effects,” Andujar-De Sanctis, I. L.; Singleton, D. A. Org. Lett. 2012, 14, 5238-5241.
“Outer-Sphere Direction in Iridium C-H Borylation,” Roosen, P. C.; Kallepalli,
V. A.; Chattopadhyay, B.; Singleton, D. A.; Maleczka, R. E. Jr.; Smith, M. R.
III J. Am. Chem. Soc. 2012, 134, 11350-11353.
“Dynamic Origin of the Stereoselectivity of a Nucleophilic
Substitution Reaction,” Bogle, X. S.; Singleton, D. A. Org. Lett. 2012, 14, 2528-2531.
“Isotope Effects and Heavy-Atom Tunneling in the Roush
Allylboration of Aldehydes,” Vetticatt, M. J.; Singleton, D. A. Org. Lett. 2012, 14, 2370-2373.
"Entropic Intermediates and Hidden Rate-Limiting Steps in Seemingly Concerted Cycloadditions. Observtion, Prediction, and Origin of an Isotpe Effect on Recrossing," O.M. Gonzalez-James, E. E. Kwan, and D. A. Singleton, J. Am. Chem. Soc. 2012, 134, 1914-1917.
"Isotope-Induced Desymmetrization Can Mimic Isotopic Perturbation of Equilibria. On the Symmetry of Bromonium Ions and Hydrogen Bonds," X. S. Bogle and D. A. Singleton, J. Am. Chem. Soc. 2011, 133, 17172-17175.
"Competition Between Reaction and Intramolecular Energy Redistribution in Solution: Observation and Nature of Nonstatistical Dynamics in the Ozonolysis of Vinyl Ethers," L. M. Quijano and D. A. Singleton, J. Am. Chem. Soc. 2011, 133, 13824-13827.
"Experimental Evidence for Heavy-Atom Tunneling in the Ring-Opening of Cyclopropylcarbinyl Radical from Intramolecular 12C/13C Kinetic Isotope Effects," O. M. Gonzalez-James, X. Zhang, A. Datta, D. A. Hrovat, W. T. Borden, and D. A. Singleton, J. Am. Chem. Soc. 2010, 132, 12548-12549.
"Isotope Effect, Mechanism, and Origin of Catalysis in the Decarboxylation of Mandelylthiamin,"O. M. Gonzalez-James and D. A. Singleton, J. Am. Chem. Soc. 2010, 132, 6896-6897.
"Recrossing and Dynamic Matching Effects on Selectivity in a Diels-Alder Reaction," Z. Wang, J. S. Hirschi, and D. A. Singleton, Angew. Chem. Int. Ed. 2009, 48, 9156-9159.
"Newtonian Kinetic Isotope Effects. Observation, Prediction, and Origin of Heavy-Atom Dynamic Isotope Effects," K. K. Kelly, J. S. Hirschi, and D. A. Singleton, J. Am. Chem. Soc. 2009, 131, 8382-8383.
“Dynamics and the Failure of Transition State Theory in Alkene Hydroboration,” Y. Oyola and D. A. Singleton, J. Am. Chem. Soc. 2009; 131 (9), pp 3130–3131.
"Transition-State Geometry Measurements from 13C Isotope Effects. The Experimental Transition Statefor the Epoxidation of Alkenes with Oxaziridines," J. S. Hirschi, T. Takeya, C. Hang and D. A. Singleton, J. Am. Chem. Soc., 2009; 131, 2397-2403.
“Control Elements in Dynamically Determined Selectivity on a Bifurcating Surface,” J. B. Thomas, J. R. Waas, M. Harmata and D. A. Singleton, J. Am. Chem. Soc. 2008; 130, 14544-14555.
“Isotope Effects and the Mechanism of Epoxidation of Cyclohexenone with tert-Butyl Hydroperoxide,” C. F. Christian, T. Takeya, M. J. Szymanski and D. A. Singleton. J. Org. Chem. 2007, 72, 6183-6189.
2001-2006
"Dynamic Effects on the Periselectivity, Rate, Isotope Effects, and Mechanism of Cycloadditions of Ketenes with Cyclopentadiene," B. R. Ussing and D. A. Singleton, J. Am. Chem. Soc. 2006, 128, 7594-7607.
"'Concerted' Transition State, Stepwise Mechanism. Dynamics Effects in C2-C6 Enyne Allene Cyclizations," T. Bekele, C. F. Christian, M. A. Lipton and D. A. Singleton, J. Am. Chem. Soc. 2005, 127, 9216-9223.
"Mechanism and Origin of Enantioselectivity in the Rh2(OAc)(DPTI)3-Catalyzed Cyclopropenation of Alkynes," D. T. Nowlan III and D. A. Singleton, J. Am. Chem. Soc. 2005, 127, 6190-6191.
"Isotope Effects and the Nature of Enantioselectivity in the Shi Epoxidation. The Importance of Asynchronicity," D. A. Singleton and Z. Wang, J. Am. Chem. Soc. 2005, 127, 6679-6685.
"Isotope Effects and the Mechanism of Deoxygenation of Epoxides with Dichlorocarbene," D. A. Singleton and Z. Wang, Tetrahedron Lett. 2005, 46, 2033-2036.
"The Normal Range for Secondary Swain-Schaad Exponents Without Tunneling or Kinetic Complexity," J. Hirschi and D. A. Singleton, J. Am. Chem. Soc. 2005, 127, 3294-3295.
"Isotope Effects and the Nature of Stereo- and Regioselectivity in Hydroaminations of Vinylarenes Catalyzed by Palladium(II)- diphosphine Complexes." L. K. Vo and D. A. Singleton, Org. Lett. 2004, 6, 2469-2472.
"A Few Molecules Can Control the Enantiomeric Outcome. Evidence Supporting Absolute Asymmetric Synthesis Using the Soai Asymmetric Autocatalysis," D. A. Singleton and L. K. Vo, Org. Lett. 2003, 5, 4337-4339.
"Isotope Effects and the Nature of Selectivity in Rhodium-Catalyzed Cyclopropanations," D. T. Nowlan III, T. M. Gregg, H. M. L. Davies, and D. A. Singleton, J. Am. Chem. Soc. 2003, 125, 15902-15911.
"Mechanism of Ene Reactions of Singlet Oxygen. A Two-Step No-Intermediate Mechanism," D. A. Singleton, C. Hang, M. J. Szymanski, M. P. Meyer, A. G. Leach, K. T. Kuwata, J. S. Chen, A. Greer, C. S. Foote and K. N. Houk, J. Am. Chem. Soc. 2003, 125, 1319-1328.
"Isotope Effects and the Mechanism of an Electron-Transfer-Catalyzed Diels-Alder Reaction," N. J. Saettel, O.Wiest, D. A. Singleton and M. P. Meyer, J. Am. Chem. Soc. 2002, 124, 11552-11559.
“Mechanism and Origin of Stereoselectivity in Lewis Acid-Catalyzed [2 + 2] Cycloadditions of Ketenes with Aldehydes,” D. A. Singleton, Y. Wang, H. W. Yang and D. Romo, Angew. Chem. Internat. Ed. 2002, 41, 1572-1575.
"13C and 2H Kinetic Isotope Effects and the Mechanism of Lewis acid-Catalyzed Ene Reactions of Formaldehyde," D. A. Singleton and C. Hang, J. Org. Chem. 2000, 65, 895-899.
"Isotope Effects, Dynamics, and the Mechanism of Solvolysis of Aryldiazonium Cations in Water," B. R. Ussing and D. A. Singleton, J. Am. Chem. Soc. 2005, 127, 2888-2899.
"Isotope Effects and the Mechanism of Palladium-Catalyzed Allylic Alkylations," C. F. Christian and D. A. Singleton, Tetrahedron Lett. 2005, 46, 1631-1634.
“Isotope Effects and the Mechanism of Fragmentation of Epoxy Imino-1,3,4-oxadiazolines.” D. A. Singleton and Z. Wang, Tetrahedron Lett. 2005, 46, 819-822.
"Isotope Effects and the Mechanism of Atom Transfer Radical Polymerization," D. A. Singleton, D. T. Nowlan III, N. Jahed and K. Matyjaszewski, Macromolecules 2003, 36, 8609-8616.
"Exo Selective Diels-Alder Reactions of Azepine-Derived 2-Amino-1,3-Dienes," B. Boren, J. Hirschi, J. H. Reibenspies, M. D. Tallant, D. A. Singleton and G. A. Sulikowski, J. Org. Chem. 2003, 68, 8991-8995.
"A New Form of Kinetic Isotope Effect. Dynamic Effects on Isotopic Selectivity and Regioselectivity," D. A. Singleton, C. Hang, M. J. Szymanski and E. E. Greenwald, J. Am. Chem. Soc. 2003, 125, 1176-1177.
"Enantioselective Synthesis without Discrete Optically Active Additives," D. A. Singleton and L. K. Vo, J. Am. Chem. Soc. 2002, 124, 10010-10011.
“The Minimum Energy Structure of Hydridotris(pyrazolyl)borato Iridium(V) Tetrahydride Is Not a C3v Capped Octahedron,” C. E. Webster, D. A. Singleton, M. J. Szymanski, M. B. Hall, C. Zhao, G. Jia and Z. Lin, J. Am. Chem. Soc. 2001, 123, 9822-9829.
“Isotope effects and the distinction between synchronous, asynchronous, and stepwise Diels-Alder reactions,” D. A. Singleton, B. E. Schulmeier, C. Hang, A. A. Thomas, S.-W. Leung and S. R. Merrigan, Tetrahedron 2001, 57, 5149-5160.
1996-2000
“Resolution of Conflicting Mechanistic Observations in Ester Aminolysis. A Warning on the Qualitative Prediction of Isotope Effects for Reactive Intermediates,” D. A. Singleton and S. R. Merrigan, J. Am. Chem. Soc. 2000, 122, 11035-6.
“Isotope Effects and the Mechanism of Allylic Hydroxylation of Alkenes with Selenium Dioxide,” D. A. Singleton and C. Hang, J. Org. Chem. 2000, 65, 7554-7560.
"Isotope Effects and the Mechanism of Chlorotrimethylsilane-Mediated Addition of Cuprates to Enones," D. E. Frantz and D. A. Singleton, J. Am. Chem. Soc. 2000, 122, 3288-3295.
"13C Kinetic Isotope Effects and the Mechanism of the Uncatalyzed Decarboxylation of Orotic Acid," D. A. Singleton, S. R. Merrigan, B. J. Kim, P. Beak, L. M. Phillips and J. K. Lee, J. Am. Chem. Soc. 2000, 122, 3296-3300."Isotope Effects and the Mechanism of Triazolinedione Ene Reactions. Aziridinium Imides are Innocent Bystanders," D. A. Singleton and C. Hang, J. Am. Chem. Soc. 1999, 121, 11885-11893.
"Isotope Effects and the Experimental Transition State for a Prototypical Thermal Ene Reaction," D. A. Singleton and C. Hang, Tetrahedron Lett. 1999, 40, 8939-8942.
"Simultaneous Determination of Intermolecular and Intramolecular 13C and 2H Kinetic Isotope Effects at Natural Abundance," D. A. Singleton and M. J. Szymanski, J. Am. Chem. Soc. 1999, 121, 9455-9456.
"Nonlinear Effects in Kinetic Resolutions," D. W. Johnson, Jr. and D. A. Singleton, J. Am. Chem. Soc. 1999, 121, 9307-9312.
"Reinvestigation of the Isotope Effects for the Claisen and Aromatic Claisen Rearrangements. The Nature of the Claisen Transition States" M. P. Meyer, A. J. DelMonte and D. A. Singleton, J. Am. Chem. Soc. 1999, 121, 10865-10874.
"Evidence for a Concerted Mechanism in a Palladium Trimethylenemethane Cycloaddition," D. A. Singleton and B. E. Schulmeier, J. Am. Chem. Soc. 1999, 121, 9313-9317.
"Carbometalations of Simple Alkenes with Allyldibromoborane," D. E. Frantz and D. A. Singleton, Org. Lett. 1999, 1, 485-6.
"13C and 2H Kinetic Isotope Effects and the Mechanism of Bromination of 1-Pentene under Synthetic Conditions," S. R. Merrigan and D. A. Singleton, Org. Lett. 1999, 1, 327-330.
"Isotope Effects for Lewis Acid-Catalyzed Diels-Alder Reactions. The Experimental Transition State," D. A. Singleton, S. R. Merrigan, B. R. Beno and K. N. Houk, Tetrahedron Lett. 1999, 40, 5817-21.
"Separation of the Primary and Secondary Kinetic Isotope Effects at a Reactive Center Using Starting Material Reactivities. Application to the FeCl3-Catalyzed Oxidation of C-H Bonds with tert-Butyl Hydroperoxide," S. R. Merrigan, V. N. Le Gloahec, J. A. Smith, D. H. R. Barton and D. A. Singleton, Tetrahedron Lett. 1999, 40, 3847-50.
"Stereochemical Labeling at Natural Abundance. Stereochemistry, Isotope Effects, and Mechanism of the Diels-Alder Reaction of Hexachlorocyclopentadiene with Ethyl Vinyl Ether," D. A. Singleton, S. R. Merrigan and A. A. Thomas, Tetrahedron Lett. 1999, 40, 639-642.
"Experimental Proof of the Non-Least Motion Cycloadditions of Dichlorocarbene to Alkenes: Kinetic Isotope Effects and Quantum Mechanical Transition States," A. E. Keeting, S. R. Merrigan, D. A. Singleton and K. N. Houk, J. Am. Chem. Soc. 1999, 121, 3933-38.
"Deuterium Kinetic Isotope Effects and the Mechanism of the Bacterial Luciferase Reaction," W. A. Francisco, H. M. Abu-Soud, A. J. DelMonte, D. A. Singleton, T. O. Baldwin and F. M. Raushel, Biochemistry 1998, 37, 2596.
"Experimental and Theoretical Kinetic Isotope Effects for Asymmetric Dihydroxylation. Evidence Supporting a Rate-Limiting "(3 + 2)" Cycloaddition," A. J. DelMonte, J. Haller, K. N. Houk, K. B. Sharpless, D. A. Singleton, T. Straßner and A. A. Thomas, J. Am. Chem. Soc. 1997, 119, 9907-9908.
"Catalysis by Temporary Covalent Activation. A Novel Catalysis of Unactivated Diels-Alder Reactions," D. A. Singleton, S. -W. Leung, J. P. Martinez and Y. -K. Lee, Tetrahedron Lett. 1997, 38, 3163.
"13C Kinetic Isotope Effects for the Addition of Lithium Dibutylcuprate to Cyclohexenone. Reductive Elimination is Rate-Determining," D. E. Frantz, D. A. Singleton and J. P. Snyder, J. Am. Chem. Soc. 1997, 119, 3383-4.
"The Experimental Geometry of the Epoxidation Transition State," D. A. Singleton, S. R. Merrigan, J. Liu and K. N. Houk, J. Am. Chem. Soc. 1997, 119, 3385-6.
"Cycloalkenylboranes as Highly Reactive and Selective Diels-Alder Dienophiles. A Simple Synthesis of Bridgehead Bicyclic Alcohols," Y. -K. Lee and D. A. Singleton, J. Org. Chem. 1997, 62, 2255-8.
"Reactions of Alkynyldihaloboranes with 1,3-Dienes. 1,4-Alkynylborations and Stepwise Diels-Alder Reactions," S. -W. Leung and D. A. Singleton, J. Org. Chem. 1997, 62, 1955-60.
"In Situ Formation of Alkenyl- and Alkynylboranes for Diels-Alder Reactions by Boron-Silicon Exchange with Alkenyl- and Alkynylsilanes," D. A. Singleton and S. -W. Leung, J. Organomet. Chem. 1997, 544, 157-161.
"Allylboration of Alkenes with Allyldihaloboranes," D. A. Singleton, S. C. Waller, Z. Zhang, D. E. Frantz and S. -W Leung, J. Am. Chem. Soc. 1996, 118, 9986-7.
"Synchronous or Asynchronous? An “Experimental” Transition State from a Direct Comparison of Experimental and Theoretical Kinetic Isotope Effects for a Diels-Alder Reaction," B. R. Beno, K. N. Houk and D. A. Singleton, J. Am. Chem. Soc. 1996, 118, 9984-5.
1990-1995
“High-Precision Simultaneous Determination of Multiple Small Kinetic Isotope Effects at Natural Abundance," D. A. Singleton and A. A. Thomas, J. Am. Chem. Soc. 1995, 117, 9357-8.
"Intramolecular Diels-Alder Reactions of Vinylboranes. A Highly Stereoselective Two-Step Decalin Synthesis," D. A. Singleton and Y. -K. Lee, Tetrahedron Lett. 1995, 36, 3473-6.
"Versatile [3 + 2] Methylenecyclopentane Annulations of Unactivated and Electron-Rich Olefins with Trimethylsilylmethylenecyclopropanedicarboxylates," C. C. Huval and D. A. Singleton, J. Org. Chem. 1994, 59, 2020-4.
"Free-Radical Mediated [3 + 2] Methylenecyclopentane Annulations of Electron-Poor Alkenes," C. C. Huval, K. M. Church and D. A. Singleton, Synlett. 1994, 273.
"Extended Stereocontrol in Silyl Group-Transfer Cyclizations. Control of Four Contiguous Chiral Centers," P. G. Klimko and D. A. Singleton, Synthesis 1994, 979-982.
"A Conjunctive Diquinane Synthesis Using a Free-Radical Catalyzed Intramolecular [3 + 2] Methylenecyclopentane Annulation," C. C. Huval and D. A. Singleton, Tetrahedron Lett. 1994, 35, 689.
"Vinylboranes as trans-Dihydroxyethylene Equivalents for Diels-Alder Reactions," D. A. Singleton and A. M. Redman, Tetrahedron Lett. 1994, 35, 509.
"Diels-Alder Reactions of 2-Alkenylboranes and cis-1-Alkenylboranes. Anomalous Selectivity that Allows a Choice of Regiochemistry," D. A. Singleton, K. Kim and J. P. Martinez, Tetrahedron Lett. 1993, 34, 3071.
"Direct Free-Radical Substitutions on Allyl and Vinyl Halides Using Alkyl Halides/Hexabutylditin," C. C. Huval and D. A. Singleton, Tetrahedron Lett. 1993, 34, 3041.
"In Situ Formation of Vinylboranes for Use in Diels-Alder Reactions. An Easy One-Pot Diels-Alder Synthesis of Cyclohexenols," D. A. Singleton, J. P. Martinez and G. M. Ndip, J. Org. Chem. 1992, 57, 5768.
"An Unprecedented Electronic Preference for the "Meta" Product in Diels-Alder Reactions of Ethynyldialkylboranes. Trimethylsilylethynyl-9-BBN as a Reactive and Versatile Dienophile," D. A. Singleton and S. -W. Leung, J. Org. Chem. 1992, 57, 4796.
"A [4+3] Transition State for a [4+2] Cycloaddition. A New Secondary Orbital Interaction in Diels-Alder Reactions," D. A. Singleton, J. Am. Chem. Soc. 1992, 114, 6564.
"Tuning of Vinylborane Dienophilicity. Optimization of Reactivity, Regioselectivity, Endo-Stereoselectivity, and Reagent Stability," D. A. Singleton, J. P. Martinez, J. V. Watson and G. M. Ndip, Tetrahedron 1992, 48, 5831.
"Vinylboranes are Omniphilic Dienophiles. Some Unusual and Useful Properties of Vinylboranes in Diels-Alder Reactions," D. A. Singleton, J. P. Martinez and J. V. Watson, Tetrahedron Lett. 1992, 33, 1017.
"Silyl Group-Transfer Mediated Serial Michael Additions" P. G. Klimko and D. A. Singleton, J. Org. Chem. 1992, 57, 1733-1740.
"2-Trimethyl<br><br>silylvinylboranes: Highly Reactive and Selective Diels-Alder Equivalents of 2-Trimethylsilylvinyl Alcohol and Acetylene," D. A. Singleton and J. P. Martinez, Tetrahedron Lett. 1991, 32, 7365.
"Methylenecyclopropanecarboxylates and -dicarboxylates, Efficient Reagents for the [3 + 2] Methylenecyclopentane Annulation of Unactivated and Electron-Rich Alkenes," D. A. Singleton, C. C. Huval, K. M. Church and E. S. Priestley, Tetrahedron Lett.1991, 32, 5765.
"High Reactivity, Regioselectivity, and Endo Stereoselectivity of Vinylboranes in Diels-Alder Reactions," D. A. Singleton and J. P. Martinez, J. Am. Chem. Soc. 1990, 112, 7423.
"Catalytic Stereocontrol of a Radical Cyclization," D. A. Singleton, K. M. Church and M. J. Lucero, Tetrahedron Lett.1990, 31, 5551.
"[3+2] Methylenecyclopentane Annulations of Unactivated and Electron-Rich Olefins With 2-Phenylsulfonylmethylenecyclopropanes," D. A. Singleton and K. M. Church, J. Org. Chem. 1990, 55, 4780.
