Publications

Independent career

41. Peng, P. -K., Isho, A., May, J. A. Regio- and Enantioselective Synthesis of Acyclic All-Carbon Quaternary Centers via Organocatalytic Nucleophilic Addition of Organoborates to (Z)-Enediketones.  Nature Comm. 2024, 15, 504. .

 

 

40. Barzegar, H., Donald, C. P., Isho, A., Peng, P. -K., May, J. A. Silver Catalyzed Substitution of Allylic and Benzylic Alcohols having Unactivated Hydroxy groups. Tetrahedron Lett. 2023, 124, 154572. .

 

 

39. Luo, J.; May, J. A.* Enantioselective Total Synthesis of Cannabinoids via a Tandem Conjugate Addition/Enolate Alkylation Annulation with Ambiphilic Organoboronates.  Org. Lett. 2023, 25, 708-713 .

 

 

38. Donald, C. P.; Boylan, A.; Nguyen, T. N.; Chen, P.-A.; May, J. A.* Quaternary and Tertiary Carbon Centers Synthesized via Gallium-Catalyzed Direct Substitution of Unfunctionalized Propargylic Alcohols with Boronic Acids.  Org. Lett. 2022, 24, 6767-6771 .

 

 

37. Peng, P.-K.; May, J. A.* Enantioselective Organocatalytic Conjugate Addition in a Tandem Synthesis of δ-Substituted Cyclohexenones and Four-Step Total Synthesis of Penienone.  Org. Lett. 2022, 24, 5334-5338 .

 

 

36. Wang, Q.; Shih, J.-L.; Tsui, K. Y.; Laconsay, C. J.; Tantillo, D. J.*; May, J. A.* Experimental and Computational Mechanistic Study of Carbonazidate-Initiated Cascade Reactions.  J. Org. Chem. 2022, 87, 8983-9000 .

 

 

35. Wang, Y.; Nguyen, N.; Lee, S. H.; Wang, Q,; May, J. A.*; Gonzalez, R.; Cirino, P. C. Engineering Escherichia coli for anaerobic alkane activation: Biosynthesis of (1-methylalkyl)succinates.  Biotechnol. Bioeng. 2022, 119, 315-320 .

 

 

34. Brooks, B.; Hiller, N.; May, J. A.* Reaction rate differences between organotrifluoroborates and boronic acids in BINOL-catalyzed conjugate addition to enones. Tetrahedron Letters.  2021, 83, 153412 .

 

 

33. Boylan, A.; Nguyen, T. S.; Lundy, B. J.; Li, J. -Y.; Vallakati, R.; Sundstrom, S.; May, J. A.* Rate Dependence on Inductive and Resonance Effects for the Organocatalyzed Enantioselective Conjugate Addition of Alkenyl and Alkynyl Boronic Acids to β-Indolyl Enones and β-Pyrrolyl Enones. Molecules  2021, 26, 1615 .

 

 

32. Wang, Q.; May., J. A.* Formation of β-Oxo-N-vinylimidates via Intermolecular Ester Incorporation in Huisgen Cyclization/Carbene Cascade Reactions. Org. Lett.  2020, 22, 9579-8584 .

 

 

 

31. Hattori, H.; May., J. A.* Direct bromination and iodination of the trispyrazolyl borate ligand in TpRu(nbd)Cl and the effect of Tp4−X ligands on redox potentials and catalysis. J. Organomet. Chem.  2020, 918,121288 .

 

 

 

30. Wang, Q.; May., J. A.* Synthesis of Bridged Azacycles and Propellanes via Nitrene/Alkyne Cascades. Org. Lett.  2020, 22, 8, 3039–3044 .

 

 

 

29. Sundstrom, S.; Nguyen, T. S.; May., J. A.* Relay Catalysis To Synthesize β-Substituted Enones: Organocatalytic Substitution of Vinylogous Esters and Amides with Organoboronates. Org. Lett.  2020, 22, 4, 1355-1359 .

 

 

 

28. Nguyen, T. N.; Setthakarn, K. S.; May, J. A.* Oxyallyl Cation Capture via Electrophilic Deborylation of Organoboronates: Access to Substituted Cyclic Ketones. Org. Lett.  2019, 21, 19, 7837–7840 .

 

 

 

27. Bootsma, A. N.; Nguyen, T. N.; Guan, Y.; May, J. A.*; Wheeler, S. E.* Enantioselective Catalyst Design through Quantum Mechanical Virtual Screening. (Submitted)

 

 

26. Truong N. Nguyen, Po-An Chen, Krit Setthakarn, Jeremy A. May. Chiral Diol-based Organocatalysts in Enantioselective Reactions  Molecules  2018, 23, 2317 .

 

 

25.Truong N. Nguyen and Jeremy A. May. Amine Synthesis via Aziridine or Azetidine Opening with Organotrifluoroborates by Cooperative Brønsted/Lewis Acid Catalysis: An Acid-Dependent Divergent Mechanism Org. Lett.  2018, 20, 3618–3621 .

 

 

 

24. Truong N. Nguyen and Jeremy A. May. Tertiary and quaternary carbon center formation via gallium-catalyzed nucleophilic addition of organoboronates to cyclopropanes Org. Lett.  2018, 20, 112-115 .

 

 

 

23. Hiroyuki Hattori, Dong Hyun Koo, and Jeremy A. May. Direct Chlorination of Trispyrazolyl Borate Ligands in Tp-Ruthenium Complexes Organometallics  2017, 36, 4707–4712 .

 

 

 

22. Jiun-Le Shih, Santa Jansone-Popova, Christopher Huynh, and Jeremy A. May. Synthesis of azasilacyclopentenes and silanols Chem. Sci.,  2017, 8, 7132–7137 .

 

 

 

21. Po-An Chen, Krit Setthakarn, Jeremy A May. A Binaphthyl-Based Scaffold for a Chiral Dirhodium(II) Biscarboxylate Ligand with α-Quaternary Carbon Center  ACS Catal.,  2017, 7, 6155-6161 .

 

 

 

20. Jeremy A. May, Thien S. Nguyen, Truong N. Nguyen, Phong Q. Le, Po-An Chen, Ravikrishna Vallakati. Pursuit of Enantioselective Synthesis of Heterocycle-Bearing ­Stereocenters: The Development of a Stereocontrolled BINOL-­Catalyzed Conjugate Addition of Organoboron Nucleophiles  Synlett,  2017, 28, 2093–2109 .

 

 

 

19. Truong N. Nguyen and Jeremy A. May. Enantioselective organocatalytic conjugate addition of organoboron nucleophiles  Tetrahedron Letters,  2017, 58, 1535–1544 .

 

 

 

18. Po-An Chen, Jeremy A. May. Hydrazone-Initiated Reaction Cascades  Asian J. Org. Chem.  2016, 5, 1296–1303 .

 

 

17.Truong N. Nguyen, Thien S. Nguyen, and Jeremy A. May. Brønsted Acid Catalyzed Homoconjugate Addition of Organotrifluoroborates to Arylated Cyclopropyl Ketones. Org. Lett., 2016, 18, 3786–3789. Highlight on Synfacts.

 

16. Jiun-Le Shih, Po-An Chen and Jeremy A. May. The synthesis of functionalized bridged polycycles via C–H bond insertion. Beilstein J. Org. Chem. 2016, 12, 985–999.

 

15. Santa Jansone-Popova, Jeremy A. May. Stereoelectronic factors in bridgehead C–H bond insertion: studies toward the total synthesis of maoecrystal V. Tetrahedron 2016, 72, 3734 - 3747.

 

14. Phong Q. Le and Jeremy A. May. Hydrazone-Initiated Carbene/Alkyne Cascades to Form Polycyclic Products: Ring-Fused Cyclopropenes as Mechanistic Intermediates. J. Am. Chem. Soc., 2015, 137,12219 –12222.

 

 

 

13. Jiun-Le Shih, Thien S. Nguyen, Jeremy A. May. Organocatalyzed Asymmetric Conjugate Addition of Heteroaryl and Aryl Trifluoroborates: a Synthetic Strategy for Discoipyrrole D. Angew. Chem., Int. Ed. 2015, 54, 9931 – 9935

 

 

12. Thien S. Nguyen, Michelle S. Yang, Jeremy A. May. Experimental mechanistic insight into the BINOL-catalyzed enantioselective conjugate addition of boronates to enones.Tetrahedron Lett. 2015, 56, 3337-3341.

11. Jansone-Popova, Santa; Le, Phong Q.; May, Jeremy A. Carbene cascades for the formation of bridged polycyclic rings.Tetrahedron 2014, 70, 4118 - 4127.

 

 

 

10. Jones, Amanda C.; May, Jeremy A.; Sarpong, Richmond; Stoltz, Brian M. From Duets to Quintets to a Symphony of Reactivity. Cascades Involving Catalysis and Sigmatropic Rearrangements. Angew. Chem., Int. Ed. 2014, 53, 2556-2591. 

 

9. Smuts, Jonathan P.; Na, Yun-Cheol; Vallakati, Ravikrishna; May, Jeremy A.; Armstrong, Daniel W. Enantioseparation of Flinderoles and Borreverines by HPLC on Chirobiotic V and V2 Stationary Phases and by CE Using Cyclodextrin Selectors. Anal. Bioanal. Chem. 2013, 405, 9169–9177. 

 

8. Vallakati, Ravikrishna; Smuts, Jonathan P.; Armstrong, Daniel W.; May, Jeremy A. On the Biosynthesis and Optical Activity of the Flinderoles. Tetrahedron Lett. 2013, 54, 5892–5894.

 

 

7. Besandre, Ron; Jaimes, Miguel; May, Jeremy A. Indoles Synthesized from Amines via Copper Catalysis. Org. Lett. 2013, 15, 1666-1669.

 

 

6. Vallakati, Ravikrishna; May, Jeremy A. Biomimetic Syntheses and Studies Toward Enantioselective Synthesis of Flindersial Alkaloids. Chirality 2015, 27, 14-17.

 

 

5. Le, Phong Q.; Nguyen, Thien S.; May, Jeremy A. A General Method for the Enantioselective Synthesis of α-Chiral Heterocycles. Org. Lett. 2012, 14, 6104–6107.

 

 

4. Vallakati, Ravikrishna; May, Jeremy A. Biomimetic Syntheses of the Flindersia Alkaloids. Synlett 2012, 23, 2577-2581.(Synpacts article)

 

3. Jansone-Popova; May, Jeremy A. Synthesis of Bridged Polycyclic Ring Systems via Carbene Cascades
Terminating in C-H Bond Insertion. J. Am. Chem. Soc. 2012, 134, 17877–17880. 

 

 

2. Vallakati, Ravikrishna; May, Jeremy A. Biomimetic Synthesis of the Flindersia Alkaloids. J. Am. Chem. Soc. 2012,134, 6936–6939.

 

 

 

1. Lundy, Brian J.; Jansone-Popova, Santa; May, Jeremy A. The Enantioselective Conjugate Addition of Alkenylboronic Acids to Indole-Appended Enones. Org. Lett. 2011, 13, 4958–4951.

 

 

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Before UH

May, Jeremy A., and Stoltz, Brian M. The Structural and Synthetic Implications of the Biosynthesis of the Calycanthaceous Alkaloids, the Communesins, and Nomofungin. Tetrahedron, 2006, 62, 5262-5271.

Julian, Ryan R.; May, Jeremy A.; Stoltz, Brian M.; and Beauchamp, J. L. Biomimetic Approaches to Gas Phase Peptide Chemistry: Combining Selective Binding Motifs with Reactive Carbene Precursors to Form Molecular Mousetraps. International Journal of Mass Spectrometry, 2003, 228(2-3), 851-64.

Julian, Ryan R.; May, Jeremy A.; Stoltz, Brian M.; and Beauchamp, J. L. Gas Phase Synthesis of Charged Copper and Silver Fischer Carbenes from Diazomalonates: Mechanistic and Conformational Considerations in Metal Mediated Wolff Rearrangements. Journal of the American Chemical Society, 2003, 125(15), 4478-4486.

May, Jeremy A., Zeidan, Ryan K., and Stoltz, Brian M. Biomimetic Approach to Communesin B (a.k.a. Nomofungin).Tetrahedron Letters, 2003, 44, 1203-1205.

Julian, Ryan R.; May, Jeremy A.; Stoltz, Brian M.; and Beauchamp, J. L. Molecular Mousetraps: Gas-Phase Studies of the Covalent Coupling of Noncovalent Complexes Initiated by Reactive Carbenes Formed by Controlled Activation of Diazo Precursors. Angewandte Chemie International Edition, 2003, 42(9), 1012-1015 (cover article).

May, Jeremy A. and Stoltz, Brian M. Non-Carbonyl-Stabilized Metallocarbenoids in Synthesis: The Development of a Tandem Rhodium-Catalyzed Bamford-Stevens/Thermal Aliphatic Claisen Rearrangement Sequence. Journal of the American Chemical Society, 2002, 124(42), 12426-12427.

Julian, Ryan R.; Akin, Minta; May, Jeremy A.; Stoltz, Brian M.; and Beauchamp, J. L. Molecular Recognition of Arginine in Small Peptides by Supramolecular Complexation with Dibenzo-30-Crown-10 Ether. International Journal of Mass Spectrometry, 2002, 220(1), 87–96.

Patents:

May, Jeremy A.; Vallakati, Ravikrishna. Flindersia Alkaloids, Derivatives and Analogs: Compositions and Methods for Producing the Same. WO2013109866 (A1) ― 2013-07-25