Welcome to the Gold Lab at NMSU
Understanding bioorganic structure and reactivity for the precise control of molecular properties and transformations

Publications

PUBLICATIONS

30. Oxa-azabenzobenzocyclooctynes (O-ABCs): Heterobiarylcyclooctynes bearing an endocyclic heteroatom. Eshani Das, Mark Aldren M. Feliciano, Pavel Yamanushkin, Xinsong Lin, Brian Gold. Org. Biomol. Chem. 2023, in press.
29. Remote Strain Activation in a Sulfate-Linked Dibenzocycloalkyne. Michael J. Holzmann, Namrata Khanal, Pavel Yamanushkin, Brian Gold. Org Lett. 2023, 25, 309.
28. SuFExable NH-Pyrazoles via 1,3-Dipolar Cycloadditions of Diazo Compounds with Bromoethenylsulfonyl Fluoride. Pavel Yamanushkin, Kemal Kaya, Mark Aldren M. Feliciano, Brian Gold. J. Org. Chem. 2022, 87, 3868.
27. Acceleration of 1,3-Dipolar Cycloadditions by Integration of Strain and Electronic Tuning. Jesús M. Dones, Nile S. Abularrage, Namrata Khanal, Brian Gold, Ronald T. Raines. J. Am. Chem. Soc. 2021, 143, 9489.
26. Boronic Acid with High Oxidative Stability and Utility in Biological Contexts. Brian J. Graham, Ian W. Windsor, Brian Gold, Ronald T. Raines. Proc. Natl. Acad. Sci. USA, 2021, 118, e2013691118.
25. Unique, Yet Typical Oxyanion Holes in Aspartic Proteases. Mark Aldren M. Feliciano, Brian Gold. ACS Catal. 2020, 10, 14201.
24. Molecular Basis for Catabolism of the Abundant Metabolite trans-4-hydroxy-L-proline by a Microbial Glycyl Radical Enzyme. Lindsey R. F. Backman, Yolanda Y. Huang, Mary C. Andorfer, Brian Gold, Ronald T. Raines, Emily P. Balskus,Catherine L. Drennan. eLife, 2020, 9, e51420.
23. An n➝π* Interaction in the Bound Substrate of Aspartic Proteases Replicates the Oxyanion Hole. Ian W. Windsor, Brian Gold, Ronald T. Raines. ACS Catal. 2019, 9, 1464.
22. Sub-picomolar Inhibition of HIV-1 Protease with a Boronic Acid. Ian W. Windsor, Michael J. Palte, John C. Lukesh, III, Brian Gold, Katrina T. Forest, Ronald T. Raines, R. T. J. Am. Chem. Soc. 2018, 140, 14015.
21. Fine-Tuning Strain and Electronic Activation of Strain-Promoted 1,3-Dipolar Cycloadditions with Endocyclic Sulfamates in SNO-OCTS. Eileen G. Burke, Brian Gold, Trish T. Hoang, Ronald T. Raines, Jennifer M. Schomaker, J. Am. Chem. Soc. 2017, 139, 8029.
20. Stereoelectronic Effects: Origins and Consequences on Structure and Reactivity of Organic Molecules. in: Wang, Z. Encyclopedia of Physical Organic Chemistry. Igor V. Alabugin, Brian Gold. Wiley: Chichester, 2017.
19. Electronic and Steric Optimization of Simple Fluorogenic Probes for Biomolecular Imaging. Wen Chyan, Henry R. Kilgore, Brian Gold, Ronald T Raines, J. Org. Chem. 2017, 82, 4297.
18. 1,3-Dipolar Cycloadditions with Diazo Groups: Noncovalent Interactions Overwhelm Strain. Brian Gold, Matthew R. Aronoff, Ronald T. Raines. Org. Lett. 2016, 18, 4466.         
17. Decreasing Distortion Energies without Strain: Diazo-Selective 1,3-Dipolar Cycloadditions. Brian Gold, Matthew R. Aronoff, Ronald T. Raines. J. Org. Chem. 2016, 81, 5998.
16. 1,3-Dipolar Cycloadditions of Diazo Compounds in the Presence of Azides. Matthew R. Aronoff, Brian Gold, Ronald T. Raines. Org. Lett. 2016, 18, 1538.       
15. Rapid Cycloaddition of a Diazo Group with an Unstrained Dipolarophile. Matthew R. Aronoff, Brian Gold, Ronald T. Raines. Tetrahedron Lett. 2016, 57, 2347.                       
14. Alkenes as Alkyne Equivalents in Radical Cascades Terminated by Fragmentations: Overcoming Stereoelectronic Restrictions on Ring Expansion for the Preparation of Expanded Polyaromatics. Rana K. Mohamed, Sayantan Mondal, Brian Gold, Christopher J. Evoniuk, Tanmay Banerjee, Kenneth Hanson, Igor V. Alabugin. J. Am. Chem. Soc. 2015, 137, 6335.
13. Alkynyl Crown Ethers as a Scaffold for Hyperconjugative Assistance in Non-catalyzed Azide-Alkyne Click Reactions: Ion Sensing through Enhanced Transition State Stabilization. Brian Gold, Paratchata Batsomboon, Gregory B. Dudley, Igor V. Alabugin. J. Org. Chem. 2014, 79, 6221.
12. Design of Leaving Groups in Radical C–C Fragmentations: Through-Bond 2c–3e Interactions in Self-Terminating Radical Cascades. Sayantan Mondal, Brian Gold, Rana K. Mohamed, Igor V. Alabugin. Chem. Eur. J. 2014, 20, 8664.
11. Rerouting Radical Cascades: Intercepting the Homoallyl Ring Expansion in Enyne Cyclizations via C–S Scission. Sayantan Mondal, Brian Gold, Rana K. Mohamed, Hoa Phan, Igor V. Alabugin. J. Org. Chem. 2014, 79, 7491.
10. Moderating Strain without Sacrificing Reactivity: Design of Fast and Tunable Non-Catalyzed Alkyne–Azide Cycloadditions via Stereoelectronically Controlled Transition State Stabilization. Brian Gold, Gregory B. Dudley, Igor V. Alabugin. J. Am. Chem. Soc. 2013, 135, 1558.
9. Two Functional Groups in One Package: Cascade Transformations of Alkynes. Igor V. Alabugin, Brian Gold. J. Org. Chem.—Synopsis, 2013, 78, 7777.
8. Divergent Cyclizations of 1-R-Ethynyl-9,10-anthraquinones:  Use of Thiourea as a “S2-” Equivalent in an “Anchor-Relay” Addition Mediated by Formal C–H Activation. Denis S. Baranov, Brian Gold, Sergei F. Vasilevsky, Igor V. Alabugin.  J. Org. Chem. 2013, 78, 2074.
7. Convenient, Ambient Temperature Generation of Sulfonyl Radicals. Kerry Gilmore, Brian Gold, Ronald J. Clark, Igor V. Alabugin. Aust. J. Chem. 2013, 66, 336.
6. Selective Transition State Stabilization via Hyperconjugative and Conjugative Assistance: Stereoelectronic Concept for Copper-Free Click Chemistry. Brian Gold, Nikolay E. Shevchenko, Natalie Bonus, Gregory B. Dudley, Igor V. Alabugin. J. Org. Chem. 2012, 77, 75. Nominee for Outstanding Publication of the Year
5. Tandem Nucleophilic Addition/Fragmentation of Vinylogous Acyl Nonaflates for the Synthesis of Functionalized Alkynes, with a Key Mechanistic Insight. Paratchata Batsomboon, Brian Gold, Igor V. Alabugin, Gregory B. Dudley. Synthesis, 2012, 44, 1818.
4. Strain Control in Nucleophilic Cyclizations: Reversal of exo-Selectivity in Cyclizations of Hydrazides of Acetylenyl Carboxylic Acids by Annealing to a Pyrazole Scaffold. Sergei F. Vasilevsky, Brian Gold, Tatyana F. Mikhailovskaya, Igor V. Alabugin. J. Phys. Org. Chem. 2012, 25, 998.
3. Urea as a Solvent and Reagent for the Addition/Cyclization/Fragmentation Cascades Leading to 2-R-7H-dibenzo[de,h]quinolin-7-one Analogues of Aporphinoid Alkaloids. Denis S. Baranov, Sergei F. Vasilevsky, Brian Gold, Igor V. Alabugin. RSC Adv. 2011, 1, 1745.
2. Chameleonic Reactivity of Vicinal Diazonium Salt of Acetylenyl-9,10- Anthraquinones: Synthetic Application Towards Two Heterocyclic Targets. A.A. Stepanov, L.M. Gornostaev, S.F. Vasilevsky, E.V. Arnold, V.I. Mamatyuk, D.S. Fadeev, B. Gold, I.V. Alabugin. J. Org. Chem. 2011, 76, 8737.
1. On the “Single-Crystal X-ray Structure of 1,3- Dimethylcyclobutadiene by Confinement in a Crystalline Matrix.” Igor V. Alabugin, Brian Gold, Michael Shatruk, Kirill Kovnir. Science, 2010, 330, 1047.
Highlighted in: “Cyclobutadiene Controversy” C&EN, 2010, 88(47), 27, and “Debating Cyclobutadiene” Nature Chemistry – The Sceptical Chymist, 2010.