Roche Research Group
Publications
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Updated in November 2023
"A man may die, nations may rise and fall,
but an idea lives on." John F. Kennedy
Independent Research @ FAU: 2011-present
39. Scesa, P. D.; Roche, S. P.; West, L. Enantioselective Synthesis of (+)-Providencin and its Unexpected Regioisomer via a Biomimetic Norrish–Yang Cyclization from (–)-Bipinnatin E. Org. Lett. 2024, (Accepted)
38. Richaud, A. D.; Mandal, S.; Das, A.; Roche, S. P. Tunable CH/π Interactions within a Tryptophan Zipper Motif to Stabilize the Fold of Long β-Hairpin Peptides. ACS Chem. Biol. 2023, 18, Accepted Link
37. Moxam, J.; Naylon, S.; Richaud, A. D.; Zhao, G.; Padilla, A.; Roche, S. P. Passive Membrane Permeability of Sizable Acyclic β-Hairpin Peptides. ACS Med. Chem. Lett. 2023, 14, 278-284 Link
Featured Communication Cover Vol14, Issue 3 Link
36. Richaud, A. D.; Zaghouani, M.; Zhao, G.; Wangpaichitr, M.; Savaraj, N.; Roche, S. Exploiting the Innate Plasticity of the Programmed Cell Death-1 (PD1) Receptor to Design Pembrolizumab H3 Loop Mimics. ChemBioChem 2022, 23, e202200449 Link
35. Richaud, A. D.; Zhao, G.; Hobloss, S.; Roche, S. P. Folding in Place: Design of β-Strap Motifs to Stabilize the Folding of Hairpins with Long Loops. J. Org. Chem. 2021, 86, 13535–13547 Link
34. Roche, S. P. In the pursuit of (ald)imine surrogates for the direct asymmetric synthesis of non-proteinogenic α-amino acids. Synthesis 2021, 53, 2767–2776 Link
33. Roche, S. P. Recent Advances in Oxa-6π Electrocyclization Reactivity for the Synthesis of Privileged Natural Product Scaffolds. Organics 2021, 2, 376–387. Link
32. Scesa, P.; West, L. M.; Roche, S. P. Role of Macrocyclic Conformational Steering in a Kinetic Route toward Bielschowskysin. J. Am. Chem. Soc. 2021, 143, 7566–7577. Link
31. Richaud, A. D.; Roche, S. P. Structure–Property Relationship Study of N-(Hydroxy)Peptides for the Design of Self-Assembled Parallel β-Sheets. J. Org. Chem. 2020, 19, 12329–12342; Preprint ChemRxiv. DOI: 10.26434/chemrxiv.12486236.v1 Link
30. Zhao, G.; Samanta, S. S.; Michieletto, J.; Roche, S. P. A Broad Substrate Scope of aza-Friedel−Crafts Alkylation for the Synthesis of Quaternary α-Amino Esters. Org. Lett. 2020, 22, 5822–5827; Preprint ChemRxiv. DOI: 10.26434/chemrxiv.12111309.v1 Link
29. Bendelsmith, A. J.; Kim, S. C.; Wasa, M.; Roche, S. P.; Jacobsen*, E. N. Enantioselective Synthesis of α-Allyl Amino Esters via Hydrogen-Bond-Donor Catalysis. J. Am. Chem. Soc. 2019, 141, 11414–11419. Link
28. Samanta, S. S.; Roche, S. P. Synthesis and Reactivity of a-Haloglycine Esters: Hyperconjugation in Action. Eur. J. Org. Chem. 2019, 6597–6605. Editor Choice Issue Cover: Link
27. Zaghouani, M.; Bögeholz, L. A. K.; Mercier, E.; Wintermeyer, W.; Roche, S. P. Total synthesis of (±)-fumimycin and analogues for biological evaluation as peptide deformylase inhibitors. Tetrahedron 2019, 75, 3216–3230. Editor Invitation for the Tetrahedron Young Investigator Award Issue. Link
26. Shearer, C.; Desaunay, O.; Zorc, S.; Richaud, A. D.; Samanta, S. S.; Jeedimalla, N.; Roche, S. P. Interrupted Knoevenagel Condensation for the Synthesis of Unsymmetrical Fused Tricyclic Dihydropyrans. Tetrahedron 2019, 130606 Link
25. Lepir, T.; Zaghouani, M.; Roche, S. P.; Li, Y. Y.; Suarez, M.; Irias, M. J.; Savaraj, N. Nivolumab to pembrolizumab switch induced a durable melanoma response: A case report. Medicine, 2019, 98, e13804-e13810. Link
24. Jeedimalla, N.; Jacquet, C.; Bahneva, D.; Youte Tendoung, J.-J.; Roche, S. P. Synthesis of α-Arylated Cycloalkanones from Congested Trisubstituted Spiro-epoxides: Application of the House–Meinwald Rearrangement for Ring Expansion. J. Org. Chem. 2018, 83, 12357–12373. Editor Choice Issue Cover
23. Scesa, P.; Wangpaichitr, M.; Savaraj, N.; West, L.; Roche, S. P. Angew. Chem. Int. Ed. 2018 , 57, 1316 – 1321“A Kinetic Dearomatization Strategy for an Expedient Route to the Bielschowskysin Skeleton” Link
22. Samanta, S. S.; Roche, S. P. J. Org. Chem. (full article) 2017, 82, 8514 – 8526. “In Situ-Generated Glycinyl Chloroaminals for a Verstatile One-Pot Synthesis of Non-Proteinogenic a-Amino Esters” Link
21. Hall, A.; Roche*, S. P.; West*, L. Org. Lett. 2017, 19, 576 – 579. “Synthesis of Briarane Diterpenoids: Biomimetic Transannular Oxa-6p electrocyclization Induced by a UVA/UVC Photoswitch.” Link (2 citations)
20. Jeedimalla, N.; Flint, M.; Smith, L.; Haces, A.; Minond*, D.; Roche*, S. P. Eur. J. Med. Chem. 2015, 106, 167 – 179 “Multicomponent Assembly of 4-Aza-podophyllotoxins: A Fast Entry to Highly Selective and Potent Anti-Leukemic Agents.” Link (3 citations)
19. Wasa, M.; Liu, R. Y.; Roche*, S. P.; Jacobsen*, E. N. J. Am. Chem. Soc. 2014, 134, 13108 – 13113. “Asymmetric Mannich Synthesis of a-Amino Esters by Anion-Binding Catalysis.” Link (12 citations)
18. Roche*, S. P.; Samanta, S. S.; Gosselin, M. M. J. Chem. Commun. 2014, 50, 2632 – 2634 “Autocatalytic One Pot Orchestration for the Synthesis of α-Arylated α-Amino Esters.” Link (2 citations)
17. Roche*, S. P.; Youte Tendoung, J.-J.; Tréguier, B.; Tetrahedron 2014, 70, “Advances in Dearomatization Strategies of Indoles.” Review Article Link (66 citations)
16. Treguier, B.; Roche*, S. P. Org. Lett. 2014, 16, 278 – 281 “A Double Annulative Cascade of Tryptophan Containing Peptides Triggered by Selectfluor®” Link (15 citations)
15. Jeedimalla, N.; Johns, J.; Roche*, S. P. Tetrahedron Lett. 2013, 54, 5845 – 5848. “Mechanistic Investigation and Implications of a Sacrificial Aniline for the Tandem Cascade Synthesis of 4-Aza-podophyllotoxin Analogues.” Link (4 citations)
Graduate and Postdoctoral Research:
14. Santagata, S.; Mendillo, M. L.; Tang, Y-C.; Perley, C. C.; Roche, S. P.; Kwon, H.; Koeva, M.; Subramanian, A.; Golub, T. R.; Amon, A.; Porco Jr., J. A.; Whitesell *, L; Lindquist *, S. Science 2013, 341, 250 – 260. “Tight coordination of protein translation and heat shock factor 1 activation supports the anabolic malignant state.” Link (74 citations)
13. Lajkiewicz, N. J.; Roche, S. P.; Gerard, B.; Porco Jr.*, J. A. J. Am. Chem. Soc. 2012, 134, 13108 – 13113. “Enantioselective Photocycloaddition of 3-Hydroxyflavones: Total Syntheses and Absolute Configuration Assignments of (+)-Ponapensin and (+)-Elliptifoline.” Link (5 citations)
12. Porco Jr., J. A.; Pelletier, J.; Roche, S. P.; Cencic, R.; Rodrigo, C. PCT Int. Appl. (2011), WO 2011140334 A2 20111110 “Preparation of rocaglamide derivatives as antiproliferative agents ” Link
11. Rodrigo, C. M.; Cencic, R.; Roche, S. P.; Pelletier, J.; Porco Jr.*, J. A. J. Med. Chem. 2012, 55, 558 – 562. “Synthesis of Rocaglamide Hydroxamates and Related Compounds as Eukaryotic Translation Inhibitors: Synthetic and Biological Studies”. Link (8 citations)
10. Roche, S. P.; Porco Jr.*, J. A. Angew. Chem. Int. Ed. 2011, 50, 4068 – 4093. Review: “Dearomatization Strategies in Complex Natural Product Synthesis” Link (336 citations)
9. Roche, S. P.; Cencic, R.; Pelletier, J.; Porco Jr.*, J. A. Angew. Chem. Int. Ed. 2010, 49, 6533 – 6538. “Biomimetic Photocycloaddition of 3-Hhydroxyflavones: Synthesis and Evaluation of Rocaglate Derivatives as Inhibitors of Eukaryotic Translation”. Link Selected by the editors as a “Hot Paper”(31 citations)
8. Roche*, S. P.; Aitken*, D. J. Eur. J. Org. Chem. 2010, 5339 – 5358. Review: “Chemistry of 4-Hydroxy-2-cyclopentenone derivatives”. Link (33 citations)
7. Roche, S. P.; Teyssot, M-L.; Gautier*, A. Tetrahedron Lett. 2010, 51, 1265 – 1268. “Synthesis of 1,2 Diamines under Environmentally Benign Conditions: Application for the Preparation of Imidazolidiniums”. Link (5 citations)
6. Faure*, S.; Hjelmgaard, T.; Roche, S. P.; Aitken*, D. J. Org. Lett. 2009, 11, 1167 – 1170. “Passerini Reaction-Amine Deprotection-Acyl Migration Peptide Assembly: Efficient Formal Synthesis of Cyclotheonamide C”. Link (33 citations)
5. Teyssot, M-L.; Jarrousse, A-S.; Manin, M.; Chevry, A.; Roche, S.; Norre, F.; Beaudoin, C.; Morel, L.; Boyer, D.; Mahiou, R.; Gautier*, A. Dalton Trans. 2009, 6894 – 6902. Perspective: “Metal-NHC complexes: a survey of anti-cancer properties”. Link (188 citations)
4. Roche, S. P.; Faure, S.; Aitken*, D. J. Angew. Chem. Int. Ed. 2008, 47, 6840 – 6842. “Total Synthesis of Cyclotheonamide C using a Tandem Backbone-Extension–Coupling Methodology”. Link (5 citations)
3. Roche, S. P.; Faure, S.; El Blidi, L.; Aitken*, D. J. Eur. J. Org. Chem. 2008, 30, 5067 – 5078. “Total Synthesis of Cyclotheonamide C by Use of an α-Keto Cyanophosphorane Methodology for Peptide Assembly”. Link (4 citations)
2. Nicolaou*, K. C.; Majumder, U.; Roche, S.P.; Chen*, D. Y.-K. Angew. Chem. Int. Ed. 2007, 46, 4715 – 4718. “Construction of the “Left Domain” of Haplophytine”. Link (31 citations)
1. Aitken*, D. J.; Faure, S.; Roche, S. Tetrahedron Lett. 2003, 44, 8827 – 8830. “Synthetic approaches to the Southern Part of Cyclotheonamide C”. Link (14 citations)