Cite the Following Article
Dynamic behavior of rearranging carbocations – implications for terpene biosynthesis
Stephanie R. Hare and Dean J. Tantillo
Beilstein J. Org. Chem. 2016, 12, 377–390.
https://doi.org/10.3762/bjoc.12.41
How to Cite
Hare, S. R.; Tantillo, D. J. Beilstein J. Org. Chem. 2016, 12, 377–390. doi:10.3762/bjoc.12.41
Download Citation
Citation data can be downloaded as file using the "Download" button or used for copy/paste from the text window
below.
Citation data in RIS format can be imported by all major citation management software, including EndNote,
ProCite, RefWorks, and Zotero.
Presentation Graphic
| Picture with graphical abstract, title and authors for social media postings and presentations. | ||
| Format: PNG | Size: 402.7 KB | Download |
Citations to This Article
Up to 20 of the most recent references are displayed here.
Scholarly Works
- Cao, Y.; Kong, W.-Y.; Tantillo, D. J. Post-transition State Bifurcations in Reactions That Form Pimarenyl Cation Diastereomers─Implications for Terpene Biosynthesis. Journal of the American Chemical Society 2025, 147, 41160–41167. doi:10.1021/jacs.5c16476
- Tantillo, D. J. Dynamically controlled kinetic selectivity in reactions promoted by transition-metal catalysts. Chem Catalysis 2025, 5, 101431. doi:10.1016/j.checat.2025.101431
- Budde, J. L.; Çay, M.-Y.; Dräger, G.; Droste, J.; Hassanin, A.; Davari, M. D.; Kirschning, A. Reprogramming the Cyclization of the Sesquiterpene Synthase BcBOT2 Using 2,3-Z-Configured FPP Derivatives and by Means of "Methyl Mapping". ACS Catalysis 2025, 15, 8125–8139. doi:10.1021/acscatal.5c01224
- Wei, X.; DeSnoo, W.; Li, Z.; Ning, W.; Kong, W.-Y.; Nafie, J.; Tantillo, D. J.; Rudolf, J. D. Avoidance of Secondary Carbocations, Unusual Deprotonation, and Nonstatistical Dynamic Effects in the Cyclization Mechanism of Tetraisoquinane. Journal of the American Chemical Society 2025, 147, 16293–16300. doi:10.1021/jacs.5c01828
- Ahmed, Y. G.; Gomes, G.; Tantillo, D. J. Vibrationally Assisted Tunneling through the Bread of a Proton Sandwich─Connections to Dynamic Matching. Journal of the American Chemical Society 2025, 147, 5971–5983. doi:10.1021/jacs.4c16135
- Yuan, Y.; Wang, B.; Zhang, J.-H.; Zheng, B.; Fedotov, S. S.; Lu, H.; Kong, L. Computational understanding and multiscale simulation of secondary batteries. Energy Storage Materials 2025, 75, 104009. doi:10.1016/j.ensm.2025.104009
- Wang, Y.-D.; Liu, Z.; Zhong, L.-W.; Fang, H.-Q.; Wang, P.; Li, L.; Chen, L.; Ding, G. Sativene-Related Sesquiterpenoids with Phytotoxic and Plant-Promoting Activities from the Plant Pathogenic Fungus Bipolaris sorokiniana Based on a Molecular Networking Strategy. Journal of agricultural and food chemistry 2024, 73, 562–570. doi:10.1021/acs.jafc.4c09737
- Barløse, C. D.; Bitsch, R. S.; Faghtmann, J.; Escobar, C. D.; Casacchia, M. E.; Kristensen, A.; Jørgensen, K. A. Mechanistic Investigation of the Pseudo-Halogen Effect in Enantioselective Aminocatalyzed [6 + 4] and [10 + 6] Cycloadditions: Enabling Unique Favorskii-Like Rearrangements. Journal of the American Chemical Society 2024, 146, 34231–34251. doi:10.1021/jacs.4c15353
- González Requena, V.; Srivastava, P. L.; Miller, D. J.; Allemann, R. K. Single Point Mutation Abolishes Water Capture in Germacradien-4-ol Synthase. Chembiochem : a European journal of chemical biology 2024, 25, e202400290. doi:10.1002/cbic.202400290
- Srivastava, P. L.; Johns, S. T.; Voice, A.; Morley, K.; Escorcia, A. M.; Miller, D. J.; Allemann, R. K.; van der Kamp, M. W. Simulation-Guided Engineering Enables a Functional Switch in Selinadiene Synthase toward Hydroxylation. ACS catalysis 2024, 14, 11034–11043. doi:10.1021/acscatal.4c02032
- Zhang, R.; Yuan, R.; Tian, B. PointGAT: A Quantum Chemical Property Prediction Model Integrating Graph Attention and 3D Geometry. Journal of chemical theory and computation 2024, 20, 4115–4128. doi:10.1021/acs.jctc.3c01420
- Xu, H.; Köllner, T. G.; Chen, F.; Dickschat, J. S. Mechanistic characterisation of a sesquiterpene synthase for asterisca-1,6-diene from the liverwort Radula lindenbergiana and implications for pentalenene biosynthesis. Organic & biomolecular chemistry 2024, 22, 1360–1364. doi:10.1039/d3ob02088f
- Ludwig, J.; Curado-Carballada, C.; Hammer, S. C.; Schneider, A.; Diether, S.; Kress, N.; Ruiz-Barragán, S.; Osuna, S.; Hauer, B. Controlling Monoterpene Isomerization by Guiding Challenging Carbocation Rearrangement Reactions in Engineered Squalene-Hopene Cyclases. Angewandte Chemie (International ed. in English) 2024, 63, e202318913. doi:10.1002/anie.202318913
- Ludwig, J.; Curado‐Carballada, C.; Hammer, S. C.; Schneider, A.; Diether, S.; Kress, N.; Ruiz‐Barragán, S.; Osuna, S.; Hauer, B. Controlling Monoterpene Isomerization by Guiding Challenging Carbocation Rearrangement Reactions in Engineered Squalene‐Hopene Cyclases. Angewandte Chemie 2024, 136. doi:10.1002/ange.202318913
- Feng, Z.; Guo, W.; Kong, W.-Y.; Chen, D.; Wang, S.; Tantillo, D. J. Analogies between photochemical reactions and ground-state post-transition-state bifurcations shed light on dynamical origins of selectivity. Nature chemistry 2024, 16, 615–623. doi:10.1038/s41557-023-01410-y
- Klucznik, T.; Syntrivanis, L.-D.; Baś, S.; Mikulak-Klucznik, B.; Moskal, M.; Szymkuć, S.; Mlynarski, J.; Gadina, L.; Beker, W.; Burke, M. D.; Tiefenbacher, K.; Grzybowski, B. A. Computational prediction of complex cationic rearrangement outcomes. Nature 2023, 625, 508. doi:10.1038/s41586-023-06854-3
- Lavernhe, R.; Domke, P.; Wang, Q.; Zhu, J. Enantioselective Total Synthesis of (-)-Artatrovirenol A. Journal of the American Chemical Society 2023, 145, 24408–24415. doi:10.1021/jacs.3c09683
- Srivastava, P. L.; Johns, S. T.; Walters, R.; Miller, D. J.; Van der Kamp, M. W.; Allemann, R. K. Active Site Loop Engineering Abolishes Water Capture in Hydroxylating Sesquiterpene Synthases. ACS catalysis 2023, 13, 14199–14204. doi:10.1021/acscatal.3c03920
- Whitehead, J. N.; Leferink, N. G. H.; Johannissen, L. O.; Hay, S.; Scrutton, N. S. Decoding Catalysis by Terpene Synthases. ACS catalysis 2023, 13, 12774–12802. doi:10.1021/acscatal.3c03047
- Li, C.; Wang, S.; Yin, X.; Guo, A.; Xie, K.; Chen, D.; Sui, S.; Han, Y.; Liu, J.; Chen, R.; Dai, J. Functional Characterization and Cyclization Mechanism of a Diterpene Synthase Catalyzing the Skeleton Formation of Cephalotane-Type Diterpenoids. Angewandte Chemie (International ed. in English) 2023, 62, e202306020. doi:10.1002/anie.202306020