Publications

63. Asymmetric Traceless Petasis Borono-Mannich Reactions of Enals: Reductive Transpositions of Allylic Diazenes, Jiang, Y.; Thomson, R. J., Schaus, S. E. Angew. Chem. Int. Ed. 2017, Accepted.

62. Cloud Activation Potentials for Atmospheric α-Pinene and β-Caryophyllene Ozonolysis Products, Bé, A. G.; Upshur, M. A.; Liu, P.; Martin, S. T.; Geiger, F. M.; Thomson, R. J. ACS Cent. Sci. 2017, 3, 715–725.

61. The Effect of Hydroxyl Functional Groups and Molar Mass on the Viscosity of Non-Crystalline Organic and Organic-Water Particles, Grayson, J. W.; Song, M.; Evoy, E.; Upshur, M. A.; Ebrahimi, M.; Geiger, F. M.; Thomson, R. J.; Bertram, A. K. Atmos. Chem. Phys. 2017, 17, 8509–8524.

60. Highly Oxygenated Multifunctional Compounds in α‑Pinene Secondary Organic Aerosol, Zhang, X.; Lambe, A. T.; Upshur, M. A.; Brooks, W. A.; Bé, A. G.; Thomson, R. J.; Geiger, F. M.; Surratt, J. D.; Zhang, Z.; Gold, A.; Graf, S.; Cubison, M. J.; Groessl, M.; Jayne, J. T.; Worsnop, D. R.; Canagaratna, M. R. Env. Sci. Technol. 2017, 51, 5932–5940.

59. Unanticipated Stickiness of α-Pinene, Chase, H. M.; Ho, J.; Upshur, M. A.; Thomson, R. J.; Batista, V. S.; Geiger, F. M. J. Phys. Chem. A. 2017, 121, 3239–3246.

58. Enantioselective Synthesis of Allenes by Catalytic Traceless Petasis Reactions, Jiang, Y.; Diagne, A. B.; Thomson, R. J.; Schaus, S. E. J. Am. Chem. Soc. 2017, 139, 1998–2005.

tracelessallene

57. Orientations of Nonlocal Vibrational Modes from Combined Experimental and Theoretical Sum Frequency Spectroscopy, Chase, H. M.; Chen, S.; Fu, Li.; Upshur, M. A.; Rudshteyn, B.; Thomson, R. J.; Wang, H.-F.; Batista, V. S.; Geiger, F. M.. Chem. Phys. Lett. 2017, 683, 199–204.

nonlocal

56. Triflimide-Catalyzed Allylsilane Annulations of Benzylic Alcohols for the Divergent Synthesis of Indanes and Tetralins, Reddel, J. C. T.; Wang, W.; Koukounas, K.; Thomson, R. J.  Chem. Sci. 2017, 8, 2156–2160.

annulation

55. In Vitro Reconstruction of Nonribosomal Peptide Biosynthesis Directly from DNA Using Cell-Free Protein Synthesis, Goering, A. W.; Li, J.; McClure, R. A.; Thomson, R. J.; Jewett, M. C.; Kelleher, N. L. ACS Synth. Biol. 2017, 6, 39–44. [link]

CFPSyn

54. Elucidating the Rimosamide-Detoxin Natural Product Families and their Biosynthesis using Metabolite/Gene Cluster Correlations, McClure, R. A.; Goering, A. W.; Ju, K-S.; Baccile, J. A.; Schroeder, F. C.; Metcalf, W. W.; Thomson, R. J.; Kelleher, N. L. ACS Chem. Bio. 2016, 11, 3452–3460. [link]

Print

53. New Aspercryptins, Lipopeptides Natural Products Revealed by HDAC Inhibition in Aspergillus nidulans, Henke, M. T.; Soukup, A. A.; Goering, A. W.; McClure, R. A.; Thomson, R. J.; Keller, N. P.; Kelleher, N. L. ACS Chem. Bio. 2016, 11, 2117–2123. [link]

Aspercryptins

52. The Structural Elucidation, Chemical Synthesis and Biosynthesis of Prodiginine Alkaloids, Hu, D. X.; Withall, D. M.; Challis, G. L.; Thomson, R. J. Chem. Rev. 2016, 116, 7818–7853. [link]

ProdiginineCR

51. Sum Frequency Generation Spectroscopy and Molecular Dynamics Simulations Reveal A Rotationally Fluid Adsorption State of α-Pinene on Silica, Ho, J.; Psciuk, B. T.; Chase, H. M.; Rudshteyn, B.; Upshur, M. A.; Fu, L.; Thomson, R. J.; Geiger, F. M.; Batista, V. S. J. Phys. Chem. C. 2016, 120, 12578–12589. [link]

PineneSilica

50. Vibrational Mode Assignment of α-Pinene by Isotope Editing: One Down, Seventy-One to Go, Upshur, M. A.; Chase, H. M.; Strick, B. F.; Ebben, C. J.; Fu, L.; Wang, H.; Thomson, R. J.; Geiger, F. M. J. Phys. Chem. A. 2016, 120, 2684–2690. [link]

TOC

49. Metabologenomics: Correlation of Microbial Gene Clusters with Metabolites Drives Discovery of a Nonribosomal Peptide with an Unusual Amino Acid Monomer, Goering, A. W.; McClure, R. A.; Doroghazi, J. R.; Albright, J. C.; Haverland, N. A.; Zhang, Y.; Ju, K-S.; Thomson, R. J.; Metcalf, W. W.; Kelleher, N.L. ACS Cent. Sci. 2016, 2, 99–108. [link]

Tambro

48. Assessment of DFT for Computing Sum Frequency Generation Spectra of an Epoxydiol and a Deuterated Isotopologue at Fused Silica/Vapor Interfaces, Chase, H. M.; Rudshteyn, B.; Psciuk, B. T.; Upshur, M. A.; Strick, B. F.; Thomson, R. J.; Batista, V. S.; Geiger, F. M. J. Phys. Chem. B 2015, 120, 1919–1927. [link]

DFTepoxydiol

47. SAMDI Mass Spectrometry-Enabled High-Throughput Optimization of a Traceless Petasis Reaction, Diagne, A. B.; Li, S; Perkowski, G. A.; Mrksich, M.; Thomson, R. J. ACS Combi. Sci. 2015, 11, 658–662. [link]

SAMDI-allene

46. Total Synthesis of the Galbulimima Alkaloids Himandravine and GB17 using Biomimetic Diels–Alder Reactions of Double Diene Precursors, Larson, R. T.; Pemberton, R. P.; Franke, J. M.; Tantillo, D. J.; Thomson, R. J. J. Am. Chem. Soc. 2015, 137, 11197–11204. [link]

GB17-DA

45. Investigations into Apopinene as a Biorenewable Monomer for Ring-Opening Metathesis Polymerization, Strick, B. J.; Delferro, M.; Geiger, F. M.; Thomson, R. J. ACS Sustainable Chem. Eng. 2015, 3, 1278–1281. [link]

ROMP

44. Large-Scale Metabolomics Reveals a Complex Response of Aspergillus nidulans to Epigenetic Perturbation, Albright, J. C.; Henke, M. T.; Soukup, A. A.; McClure, R. A.; Thomson, R. J.; Keller, N. P.; Kelleher, N. K. ACS Chem. Biol. 2015, 10, 1535–1541. [link]

Omics

43. Beyond Local Group Modes in Vibrational Sum Frequency Generation, Chase, H. M.; Psciuk, B. T.; Strick, B. F.; Thomson, R. J.; Batista, V. S.; Geiger, F. M. J. Phys. Chem. A. 2015, 119, 3407–3414. [link]

IEPOX-modes

42. Accurate Lineshapes from Sub-1 cm-1 Resolution Sum Frequency Generation Vibrational Spectroscopy of α-Pinene at Room Temperature, Mifflin, A L.; Velarde, L.; Ho, J.; Psciuk, B. T.; Negre, C. F. A.; Ebben, C. J.; Upshur, M. A.; Lu, Z.; Strick, B. F.; Thomson, R. J.; Batista, V. S.; Wang, H.-F.; Geiger, F. M. J. Phys. Chem. A. 2015, 119, 1292–1302. [link]

Lineshapes

41. On Surface Order and Disorder of α-Pinene-Derived Secondary Organic Material, Shrestha, M.; Zhang, Y.; Upshur, M. A.; Liu, P.; Blair, S. L.; Wang, H.-F.; Nizkorodov, S. A.; Thomson, R. J.; Martin, S. T.; Geiger, F. M. J. Phys. Chem. A. 2015, 119, 4609–4617. (Special Issue in Honor of Prof. Mario Molina) [link]

RH-JPC

40. Enantioselective Synthesis of Metacycloprodigiosin via the “Wasserman Pyrrole”, Vega, M. M; Crain, D. M.; Konkol, L. C.; Thomson, R. J. Tetrahedron Lett. 2015, 56, 3228–3230. (Special Symposium in Print in Memory of Prof. Harry Wasserman) [link]

MCP-TL

39. Uptake of Epoxydiol Isomers Accounts for Half of the Particle-Phase Material Produced from Isoprene Photooxidation via the HO2 pathway, Liu, Y.; Kuwata, M.; Strick, B. F.; Geiger, F. M.; Thomson, R. J.; McKinney, K. A.; Martin, S. T. Env. Sci. Technol. 2015, 49, 250–258. [link]

IEPOX Uptake

38. Enantioselective Total Synthesis of (–)-Maoecrystal V, Zheng, C.; Dubovyk, I.; Lazarski, K. E.; Thomson, R. J. J. Am. Chem. Soc. 2014, 136, 17750–17756. [link]

MaoV-JACS

37. Climate-Relevant Physical Properties of Molecular Constituents for Isoprene-Derived Secondary Organic Aerosol Material, Upshur, M. A.;Strick, B. F.; McNeil, V. F.; Thomson, R. J.; Geiger, F. M. Atmos. Chem. Phys. 2014, 14, 10731–10740. [link]

IEPOXST

36. Recent Efforts in the Total Synthesis of Isodon Diterpenes, Lazarski, K. E.; Moritz, B. J.; Thomson, R. J. Angew. Chem. Int. Ed. 2014, 53, 10588–10599. [link]

IsodonReview

35. Total Synthesis of Propolisbenzofuran B, Jones, B. T; Avetta, C. T.; Thomson, R. J. Chem. Sci. 2014, 5, 1794–1798. [link]

Propolis

34. Towards the Identification of Molecular Constituents Associated with the Surfaces of Isoprene-derived Secondary Organic Aerosol (SOA) Particles, Ebben, C. J.; Strick, B. F.;Upshur, M. A.; Chase, H. M.; Achtyl, J. L.; Thomson, R. J.; Geiger, F. M. Atmos. Chem. Phys. 2014, 14, 2303–2314. [link]

IsopreneSFG

33. Total Synthesis of the Isodon Diterpene Sculponeatin N, Moritz, B. J.; Mack, D. J.; Tong, L.; Thomson, R. J. Angew. Chem. Int. Ed. 2014, 53, 2988–2991. [link]

32. Stereocontrolled Syntheses of Tetralone and Naphthyl-type Lignans by a One-Pot Oxidative [3,3] Rearrangement/Friedel–Crafts Arylation, Reddel, J. C. T.; Lutz, K. E.; Diagne, A. B.; Thomson, R. J. Angew. Chem. Int. Ed. 2014, 53, 1395–1398. [link]

31. Elimination of Butylcycloheptylprodigiosin as a Known Natural Product Inspired by an Evolutionary Hypothesis for Cyclic Prodigiosin Biosynthesis, Jones, B. T.; Hu, D. X.; Savoie, B. M; Thomson, R. J. J. Nat. Prod. 2013, 76, 1937–1945. [link]

30. Mechanism of Triflimide-Catalyzed [3,3]-Sigmatropic Rearrangements of N-Allylhydrazones—Predictions and Experimental Validation, Gutierrez, O; Strick, B. F.; Thomson, R. J.; Tantillo, D. J. Chem. Sci. 2013, 4, 3997–4003. [link]

29. Proteomics Guided Discovery of Flavopeptins: Anti-Proliferative Aldehydes Synthesized by a Reductase Domain-Containing Nonribosomal Peptide Synthetase , Chen. Y.; McClure, R. A.; Zheng, Y.; Thomson, R. J.; Kelleher, N. L. J. Am. Chem. Soc. 2013, 135, 10449–10456. [link]

28. Evaluation of ‘East-to-West’ Ether-Forming Strategies for the Total Synthesis of Maoecrystal V, Lazarski, K. E.; Akpinar, B.; Thomson, R. J. Tetrahedron Lett. 201354, 635-637. [link]

27. Gobichelin A and B: Mixed-Ligand Siderophores Discovered Using Proteomics, Chen, Y.; Unger, M.; Ntai, I.; McClure, R. A.; Albright, J. C.; Thomson, R. J.; Kelleher, N. L. Med. Chem. Commun. 20134, 233-238. [link]

26. Oxidative Coupling of Enolates, Enol Silanes, and Enamines: Methods and Natural Product Synthesis, Guo, F.; Clift, M. D.; Thomson, R. J. Eur. J. Org. Chem. 201226, 4881–4896[link]

25. Organic Constituents on the Surfaces of Aerosol Particles from Southern Finland, Amazonia, and California Studied by Vibrational Sum Frequency Generation, Ebben, C. J.; Shrestha, M.; Martinez, I. S.;  Corrigan, A. L.; Frossard, A. A.; Song, W. W.; Worton, D. R.; Petäjä, T.; Williams, J.; Russell, L. M.; Kulmala, M.; Goldstein, A. H.; Artaxo, P.; Martin, S. T.; Thomson, R. J.; Geiger, F. M. J. Phys. Chem. A2012,116, 8271–8290. [link]

24. Mundal, D. A.; Lutz, K. E.; Thomson, R. J. “A Direct Synthesis of Allenes by a Traceless Petasis Reaction,” J. Am. Chem. Soc2012134, 5782–5785. [link]

23. Larson, R. T.; Clift, M. D.; Thomson, R. J. “Total Synthesis of the Galbulimima Alkaloid (–)-GB17,” Angew. Chem. Int. Ed201251, 2481–2484. [link]

22. Konkol, L. C.; Guo, F.; Sarjeant, A. A.; Thomson, R. J. “Enantioselective Total Synthesis and Studies into the Configurational Stability of Bismurrayaquinone A,” Angew. Chem. Int. Ed. 2011, 50, 9931–9934. [link]

21. Strick, B. F.; Mundal, D. A.; Thomson, R. J. “An Oxidative [2,3]-Sigmatropic Rearrangement of Allylic Hydrazides,” J. Am. Chem. Soc.2011133, 14252–14255. [link]

20. Lutz, K. E.; Thomson, R. J. “A Hypervalent Iodide-Initiated Fragment Coupling Cascade of N-Allylhydrazones,” Angew. Chem. Int. Ed. 201150, 4437–4440. [link]

19. Hu, D. X.; Clift, M. D.; Lazarski, K. E.; Thomson, R. J. “Enantioselective Total Synthesis and Confirmation of the Absolute Stereochemistry and Relative Stereochemistry of Streptorubin B,” J. Am. Chem. Soc. 2011133, 1799–1804. [link]

18. Guo, F.; Konkol, L. C.; Thomson, R. J. “Enantioselective Synthesis of Biphenols from 1,4-Diketones by Traceless Central-to-Axial Chirality Exchange,“ J. Am. Chem. Soc. 2011,133, 18–20. [link]

 

17. Lazarski, K. E.; Hu, D. X.; Stern, C. L.; Thomson, R. J. “A Synthesis of the Carbocyclic Core of Maoecrystal V,” Org. Lett. 201012, 3010­–3013[link]

16. Mundal, D. A.; Avetta, Jr. C. T.; Thomson, R. J. “Triflimide Catalyzed Sigmatropic Rearrangement of N-Allylhydrazones as an Example of a Traceless Bond Construction,” Nature Chem. 20102, 294–297. [link]

15. Konkol, L. C.; Jones, B. T.; Thomson, R. J. “Oxidative Carbon–Carbon Bond Formation via Allyldimethylsilyl Enol Ethers,” Org. Lett. 200911, 5550–5553. [link]

14. Clift, M. D.; Thomson, R. J. “Development of a Merged Conjugate Addition/Oxidative Coupling Sequence. Application to the Enantioselective Total Synthesis of Metacycloprodigiosin and Prodigiosin R1,” J. Am. Chem. Soc. 2009131, 14579–14583. [link]

13. Mundal, D. A.; Lutz, K. E.; Thomson, R. J. “Stereoselective Diene Synthesis from N-Allylhydrazones,” Org.  Lett. 200911, 465–468. [link]

12. Avetta, Jr. C. T.; Konkol, L. C.; Taylor, C. N.; Dugan, K. C.; Stern, C. A.; Thomson, R. J. “Diastereoselective Oxidative Carbon–Carbon Bond Formation via Silyl Bis-enol Ethers,” Org. Lett. 20089, 5621–5624. [link]

11. Mundal, D. A.; Lee, J. J.; Thomson, R. J. “Tandem Carbon-Carbon and Carbon-Chlorine Bond Formation by Cu(II) Chloride-Promoted [3,3] Sigmatropic Rearrangement of N-Allylhydrazones,” J. Am. Chem. Soc. 2008130, 1148–1149. [link]

10. Clift, M. D.; Taylor, C. N.; Thomson, R. J. “Oxidative Carbon-Carbon Bond Formation via Silyl Bis-enol Ethers: Controlled Cross-coupling for the Synthesis of Quaternary Centers,” Org. Lett. 20079, 4667–4669. [link]

9. Kim, J.; Thomson, R. J. “Enantioselective Total Synthesis of the Osteoclastogenesis Inhibitor (+)-Symbioimine,” Angew. Chem. Int. Ed. 200746, 3104–3106. [link]

8. Thomson, R. J. “(S)-4-(Phenylmethyl)-2-thiazolidinethione,” In The Electronic Encyclopedia of Reagents for Organic Synthesis, Wiley, 2007. [link]
7. Morrison, E.; Chandler, P. M.; Thomson, R. J.; Mander, L. N. “Synthesis and Bioactivity of the Gibberellin, 18-Hydroxy-GA1 (GA132),” Org. Biomol. Chem., 2008, 6, 1416–1424. [link]
6. Crow, J. R.; Thomson, R. J.; Mander, L. N. “Synthesis and Confirmation of Structure for the Gibberellin GA131 (18-hydroxy-GA4),” Org. Biomol. Chem., 2006, 4, 2532–2544. [link]
5. Evans, D. A.; Thomson, R. J.; Franco, F. “Ni(II) Tol-BINAP-Catalyzed Enantioselective Michael Additions of b-Ketoesters and Unsaturated N-Acylthiazolidinethiones,” J. Am. Chem. Soc. 2005, 127, 10816–10817. [link]
4. Evans, D. A.; Thomson, R. J. “Ni(II) Tol-BINAP-Catalyzed Enantioselective Orthoester Alkylations of N-Acylthiazolidinethiones,” J. Am. Chem. Soc. 2005, 127, 10474–10475. [link]
3. Mander, L. N.; Thomson, R. J. “Total Synthesis of Sordaricin,” J. Org. Chem. 2005, 70, 1654–1670. [link]
2. Mander, L. N.; Thomson, R. J. “Total Synthesis of Sordaricin,” Org. Lett. 2003, 5, 1321­–1324. [link]
1. Mander, L. N.; Thomson, R. J. “C18-Hydroxylation of Gibberellins,” J. Chem. Soc., Perkin Trans. 1, 2000, 2893­–2894. [link]