Publications

Quaternary Carbon as a Locus for Skeletal Disconnection. Total Synthesis of (±)-Tubingensin A Featuring Assembly of the Backbone Stereotriad Using a Halo-Prins/ Halo-Nazarov Cascade
Aleksa Milosavljevic, Georgios Alachouzos, Alison J. Frontier, J. Am. Chem. Soc. Article ASAP

 

The Not Voodoo website after twenty dynamic years
Alison J. Frontier, Nat. Rev. Chem. 2024, 8, 713 – 714

 

Hydroxychloroquine and a low antiresorptive activity bisphosphonate conjugate prevent and reverse ovariectomy-induced bone loss in mice through dual antiresorptive and anabolic effects
Zhenqiang Yao, Akram Ayoub, Venkatesan Srinivasan, Jun Wu, Churou Tang, Rong Duan, Aleksa Milosavljevic, Lianping Xing, Frank H. Ebetino, Alison J. Frontier, Brendan F. Boyce, Bone Res. 2024, 12, 52

 

Exploring Interrupted Nazarov Cyclizations Using Tethered Sulfonamide Nucleophiles: Insights into Capture Pathways
Aleksa Milosavljevic, Jackson J. Hernandez, Patrycia K. Zybura, Alison J. Frontier, Eur. J. Org. Chem. 2024, 27, e202400444

 

Alkynyl Halo- Aza-Prins Annulative Couplings
Jackson J. Hernandez, Alexandra P. Lawrie, Alison J. Frontier, J. Org. Chem. 2023, 88, 16065 – 16075

 

Nitrogen-interrupted Halo-Prins/ Halo-Nazarov Fragment Coupling Cascade for the Synthesis of Indolines
Aleksa Milosavljevic, Connor Holt, Alison J. Frontier, Chem. Sci. 2023, 14, 5431 – 5437

 

Alkynyl Prins Carbocyclization Cascades for the Synthesis of Linear-Fused Heterocyclic Ring Systems
Jackson J. Hernandez, Alison J. Frontier,  Chem. Sci.  2022, 13, 13836 – 13842

 

Approach to High-Nitrogen Materials with Dual-Use Properties via Tetraaza-Nazarov Cyclization
Michael  Thoenen,  Matthew  Gettings,  Connor  Holt,  Alison J.  Frontier,  Patrick A.  Caruana,  Matthias  Zeller, Edward F. C.  Byrd,  Davin G.  Piercey,  Inorg. Chem. 2022, 61, 18095 – 18101

 

Divergent Reactivity of Triaryldivinyl Ketones: Competing 4π and Putative 6π Electrocyclization Pathways
Anton V. Yadykov, Artem E. Eremchenko, Aleksa Milosavljevic, Alison J. Frontier, Valerii Z. Shirinian,  J. Org. Chem. 2022, 87, 13643 − 13652

 

Merging Strategy, Improvisation, and Conversation to Solve Problems in Target Synthesis
Alison J. Frontier, Paul P. Sinclair, Acc. Chem. Res. 2021, 54, 1817 – 1829

 

Synthesis of Spirocyclic Isoindolones Using an Alkynyl aza-Prins/Oxidative halo-Nazarov Cyclization Sequence
Jackson J. Hernandez, Alison J. Frontier, Org. Lett. 2021, 23, 1782 – 1786

 

New Twists in Nazarov Cyclization Chemistry
Alison J. Frontier, Jackson J. Hernandez, Acc. Chem. Res. 2020, 53, 1822 - 1832

 

One-Pot Double-Annulation Strategy for the Synthesis of Unusual Fused Bis-Heterocycles
Shukree Abdul-Rashed, Georgios Alachouzos, William W. Brennessel, Alison J. Frontier;  Org. Lett.  2020, 22, 4350–4354

 

Stereochemical Relay through a Cationic Intermediate: Helical Preorganization Dictates Direction of Conrotation in the halo-Nazarov Cyclization
Georgios Alachouzos, Connor Holt, Alison J. Frontier;  Org. Lett.  2020, 22, 4010–4015

 

Alkynyl Prins and Alkynyl Aza-Prins Annulations: Scope and Synthetic Applications
Shukree Abdul-Rashed, Connor Holt, Alison J. Frontier;  Synthesis 2020,  52, 1991-2007

 

Tuning Mechanism through Buffer Dependence of Hydrogen Evolution Catalyzed by a Cobalt Mini-enzyme
Jennifer M. Le, Georgios Alachouzos, Marco Chino, Alison J. Frontier, Angela Lombardi, Kara L. Bren;  Biochemistry 2020, 59, 1289–1297 

 

Leveraging the Halo-Nazarov Cyclization for the Chemodivergent Assembly of Functionalized Haloindenes and Indanones
Connor Holt, Georgios Alachouzos, Alison J. Frontier;  J. Am. Chem. Soc.  2019, 141, 5461-5469

 

Cationic Cascade for Building Complex Polycyclic Molecules from Simple Precursors: Diastereoselective Installation of Three Contiguous Stereogenic Centers in a One-Pot Process
Georgios Alachouzos, Alison J. Frontier;  J. Am. Chem. Soc.  2019, 141, 118-122

 

Noncanonical Cation−π Cyclizations of Alkylidene β-Ketoesters: Synthesis of Spiro-fused and Bridged Bicyclic RingSystems
Dylan E. Parsons, Alison J. Frontier;  Org. Lett.  2019, 21, 2008–2012

 

Toward the Asymmetric Synthesis of Tetrapetalone A: Preparation of an Enantioenriched Indane Intermediate and Strategy for Endgame Glycosylation Strategy
Peter N. Carlsen, Eric G. Stoutenburg, Alison J. Frontier; Synthesis, 2018,50,  1238-1245 

 

Diastereoselective Construction of Densely Functionalized 1-Halocyclopentenes Using an Alkynyl Halo-Prins/Halo-Nazarov Cyclization Strategy
Georgios Alachouzos and Alison J. Frontier;  Angew.Chem.Int.Ed.2017,56, 15030–15034 

 

Nazarov Cyclization/Internal Redox Cyclization Sequence for the Synthesis of N-Heterocyclic Bridged Ring Systems
Huang, Yu-Wen, Frontier, Alison J. Org. Lett.  2016,  18, 4896-4899. 

 

Studies toward the AB ring system of the tetrapetalone natural products
Carlsen, P. N.; Jiang, C.; Herrick, I. R.; Frontier, A. J. Tetrahedron,2015, 71, 5886–5896 (Invited paper for special issue honoring Barry Trost) 

 

Enantioselective Nazarov cyclization catalyzed by a Cinchona alkaloid derivative
Huang, Yu-Wen; Frontier, A. J. Tetrahedron Lett.2015, 56, 3523-3526 (Invited paper for special issue honoring Harry Wasserman)

 

No Acid Required: 4p and 6p Electrocyclization Reactions of Dienyl Diketones for the Synthesis of Cyclopentenones and 2H-Pyrans
Jacob, Steven; Brooks, Joshua L.; Frontier, A. J. J. Org. Chem.2014, 79, 10296–10302. 

 

Synthesis of (±)-Tetrapetalone A-Me Aglycon
Carlsen, P. N.; Mann, T. J.; Hoveyda, A. H.; Frontier, A. J. Angew Chem. Int. Ed. 2014, 53, 9334-9338 

 

Flavaglines Target Primitive Leukemia Cells and Enhance Anti-Leukemia Drug Activity
Callahan, K.; Minhajuddin, M.; Corbett, C.; Lagadinou, E.; Rossi, R.; Balys, M.; Pan, L.; Jacob, S.; Frontier, A.; Grever, M.; Lucas, D.; Kinghorn, A. D.; Liesveld, J. L.; Becker, M.; Jordan, C. Leukemia, 2014, 28, 1960–1968  

 

The Phomactin Natural Products: From Isolation to Total Synthesis
Ciesielski, J.; Frontier, A. J. J. Org. Prep. Proc. Int., 2014, 46, 214-251  

 

Preparation of 5-Hydroxycyclopentenones via Conjugate Addition-Initiated Nazarov Cyclization
Brooks, J. L.; Huang, Y.-W.; Frontier, A. J. Org. Syn., 2014, 91, 93.  

 

Cationic Cyclizations and Rearrangements Promoted by a Heterogeneous Gold Catalyst
Vaidya, T.; Cheng, R.; Carlsen, P. N.; Frontier, A. J.; Eisenberg, R. Org. Lett., 2014, 16 (3), 800–803

 

Gold(I)-Catalyzed Iodination of Arenes
Lebœuf, D.; Ciesielski, J.; Frontier, A. J. Synlett, 2014, 25, 399-402.  

 

Gold(III) Chloride-Catalyzed 6-endo-trig Oxa-Michael Addition Reactions for Diastereoselective Synthesis of Fused Tetrahydropyranones
Ciesielski, J.; Lebœuf, D.; Stern, H. A.; Frontier, A. J. Adv. Synth. Catal., 2013, 355, 2077-2082.

 

Cascade Cyclizations of Acyclic and Macrocyclic Alkynones: Studies toward the Synthesis of Phomactin A
Ciesielski, J.; Gandon, V.; Frontier, A. J. J. Org. Chem., 2013, 78, 9541-9552. (Featured Article) 

 

Beyond the Divinyl Ketone: Innovations in the Generation and Nazarov Cyclization of Pentadienyl Cation Intermediates
Spencer, W. T. III; Vaidya, T.; Frontier, A. J. Eur. J. Org. Chem., 2013, 18, 3621-3633. Invited Microreview. Top 10 most accessed articles for May 2013

 

Efficient Nazarov Cyclization/Wagner-Meerwein Rearrangement Terminated by a Cu(II)-Promoted Oxidation: Synthesis of 4-Alkylidene Cyclopentenones
Lebœuf, D.; Theiste, E.; Gandon, V.; Daifuku, S. L.; Neidig, M. L.; Frontier, A. J. Chem. Eur. J., 2013, 19, 4842–4848. 

 

Reagent Control of 1,2-Wagner-Meerwein Shift Chemoselectivity following Nazarov Cyclization: Application to the Total Synthesis of Enokipodin B
Lebœuf, D.; Wright, C. M.; Frontier, A. J. Chem. Eur. J., 2013, 19, 4835–4841. 

 

Cyclization Cascades Initiated by 1,6-Conjugate Addition
Brooks, J. L.; Frontier, A. J. J. Am. Chem. Soc., 2012, 134, 16551-16553.

 

A Cycloaromatization Protocol for Synthesis of Polysubstituted Phenol Derivatives: Method Development and Mechanistic Studies
Spencer, W. T. III; Frontier, A. J. J. Org. Chem., 2012, 77, 7730–7736. 

 

A Macrocyclic β-Iodoallenolate Intermediate is Key: Synthesis of the ABD Core of Phomactin A
Ciesielski, J.; Cariou, K.; Frontier, A. J. Org. Lett., 2012, 14, 4082-4085.

 

Experimental and Theoretical Studies on the Nazarov Cyclization/Wagner-Meerwein Rearrangement Sequence
Lebœuf, D.; Ciesielski, J.; Gandon, V.; Frontier, A. J. J. Am. Chem. Soc., 2012, 134, 6296–6308. 

 

Total Synthesis of (±)-Rocaglamide via Oxidation-Initiated Nazarov Cyclization
Malona, J. A.; Cariou, K.; Spencer, W. T. III, Frontier, A. J. J. Org. Chem., 2012, 77, 1891–1908. 

 

Using Nazarov Electrocyclization to Stage Chemoselective [1,2]-Migrations: Stereoselective Synthesis of Functionalized Cyclopentenones
Lebœuf, D.; Huang, J.; Gandon, V.; Frontier, A. J. Angew. Chem., Int. Ed., 2011, 50, 10981-10985.  Conjugate Addition-Initiated Nazarov Cyclization
Brooks, J. L.; Caruana, P. A.; Frontier, A. J. J. Am. Chem. Soc., 2011, 133, 12454-12457.

 

Catalytic Nazarov Cyclization: The State of the Art
Vaidya, T.; Frontier, A. J.; Eisenberg, R. ChemCatChem, 2011, 3, 1531-1548.

 

Understanding the fate of the oxyallyl cation following Nazarov electrocyclization: sequential Wagner-Meerwein migrations and the synthesis of spirocyclic cyclopentenones
Huang, J.; Lebœuf, D.; Frontier, A. J. J. Am. Chem. Soc., 2011, 133, 6307-6317.  

 

Divergent Reaction Pathways of a Cationic Intermediate: Rearrangement and Cyclization of 2-Substituted Furyl and Benzofuryl Enones Catalyzed by Iridium(III)
Vaidya, T.; Manbeck, G.; Chen, S.; Frontier, A. J.; Eisenberg, R. J. Am. Chem. Soc., 2011, 113, 3300-3303.

 

Oxidation-Initiated Nazarov Cyclization of Vinyl Alkoxyallenes
Spencer, W. T. III; Levin, M. D.; Frontier, A. J. Org. Lett., 2011, 13, 414-417

 

Dicationic Palladium(II) Complexes as Active Lewis Acid Catalysts for Polarized Nazarov Cyclization
Zhang, J.; Vaidya, T.; Brennessel, W. W.; Frontier, A. J.; Eisenberg R. Organometallics, 2010, 29, 3341-3349.

 

Synthesis, Characterization, and Catalytic Properties of New Electrophilic Iridium(III) Complexes Containing the (R)-(+)-2,2′-Bis(diphenylphosphino)-1,1′-binaphthyl Ligand
Atesin, A. C.; Zhang, J.; Vaidya, T.; Brennessel, W. W.; Frontier, A. J.; Eisenberg, R. Inorg. Chem., 2010, 49, 4331- 4342.  

 

A Highly Reactive Dicationic Iridium (III) Catalyst for the Polarized Nazarov Cyclization Reaction
Vaidya, T.; Atesin, A. C.; Herrick, I. R.; Frontier, A. J.; Eisenberg, R. Angew. Chem., Int. Ed., 2010, 49, 3363-3366.

 

β-Iodoallenolates as Springboards for Annulation Reactions
Ciesielski, J.; Canterbury, D. P.; Frontier, A. J. Org. Lett., 2009, 11, 4374-4377.

 

Nazarov Cyclization Initiated by Peracid Oxidation: The Total Synthesis of (±)-Rocaglamide
Malona, J. A.; Cariou, K.; Frontier, A. J. J. Am. Chem. Soc., 2009, 131, 7560–7561.

 

Formal Synthesis of Roseophilin
Bitar, A. Y., Frontier, A. J. Org. Lett., 2009, 11, 49-52. 

 

A Torquoselective Extrusion of Isoxazoline N-Oxides. Application to the synthesis of Aryl Vinyl and Divinyl Ketones for Nazarov Cyclization
Canterbury, D. P.; Um, J.; Houk, K. N.; Frontier, A. J. Tetrahedron, 2009, 65, 3165-3179. Invited article for Tetrahedron Symposium-In-Print; honoring [award winner] Justin DuBois.

 

Origins of Stereoselectivity in the Oxido-Alkylidenation of Alkynes
Canterbury, D. P.; Frontier, A. J.; Um, J., Cheong, P.; Goldfeld, D.; Huhn, R.; Houk, K. N. Org. Lett.2008, 10, 4597-4600.

 

Polarizing the Nazarov Cyclization: The Impact of Dienone Substitution Pattern on Reactivity and Selectivity
He, W.; Meracz, I. R.; Atesin, T. A.; Caruana, P. A.; Kellenberger, C. A.; Frontier, A. J. J. Am. Chem. Soc. 2008, 130, 1003-1011.

 

Total Synthesis of (+)-Merrilactone A
He, W.; Huang, J.; Sun, X.; Frontier, A. J. J. Am. Chem. Soc.,2008, 130, 300-308.

 

Stereoselective Synthesis of Pyrrolidine Derivatives via Reduction of Substituted Pyrroles
Jiang, C.; Frontier, A. J. Org. Lett., 2007, 9, 4939-4942.

 

Palladium(II)- and Mercury(II)-Catalyzed Rearrangements of Propargyl Acetates
Caruana, P. A.; Frontier. A. J. Tetrahedron, 2007, 63, 10646-10656.

 

Development of a Nazarov Cyclization/ Wagner-Meerwein Rearrangement Sequence for the Stereoselective Synthesis of Spirocycles
Huang, J.; Frontier, A. J. J. Am. Chem. Soc., 2007, 129, 8060-8061.

 

Total Synthesis of (+)-Merrilactone A via Catalytic Nazarov Cyclization
He, W.; Huang, J.; Sun, X.; Frontier, A. J. J. Am. Chem. Soc., 2007, 129, 498-499.

 

A General Method for the Catalytic Nazarov Cyclization of Heteroaromatic Compounds
Malona, J. A.; Colbourne, J. M.; Frontier, A. J. Org. Lett., 2006, 8, 5661-5664.

 

Tandem Nazarov Cyclization-Michael Addition Sequence Catalyzed by an Ir(III) Complex
Janka, M..; He, W.; Haedicke, I. E.; Fronczek, F. R.; Frontier, A. J.; Eisenberg, R. J. Am. Chem. Soc., 2006, 128, 5312-5313.

 

The Nazarov Cyclization in Organic Synthesis. Recent Advances
Frontier, A. J.; Collison, C. Tetrahedron2005, 61, 7577-7606. Invited Tetrahedron Report (review). This review was one of the top 25 most downloaded papers in Tetrahedron in 2006, and one of the top 50 between 2004-2007.

 

Preorganization in the Nazarov Cyclization: The Role of Adjacent Coordination Sites in the Highly Lewis Acidic Catalyst [IrMe(CO)(dppe)(DIB)](BAr₄f)₂
Janka, M.; He, W.; Frontier, A. J.; Flaschenriem, C.; Eisenberg, R. Tetrahedron2005, 61, 6193-6206. Invited paper for Tetrahedron Symposium-In-Print; Catalysis in Industry and Academia.