2023

 

Total Synthesis of (+)-Discorhabdin V

Brandon C. Derstine, Alina J. Cook, James D. Collings, Joseph Gair, Josep Saurí, Eugene E. Kwan, Noah Z. Burns, Angew. Chem. Int. Ed. 2024, 63, e202315284. ChemRxiv, Synfacts

A Metal-Free Cyclobutadiene Reagent for Intermolecular [4 + 2] Cycloadditions

Benjamin R. Boswell, Carl M. F. Mansson, Gabrielle E. Cabrera, Calvin R. Hansen, Allen G. Oliver, Noah Z. Burns J. Am. Chem. Soc. 2023, 145, 5631–5636.

2022

Aqueous Amine-Tolerant [2+2] Photocycloadditions of Unactivated Olefins

Carl M. F. Månsson and Noah Z. Burns, J. Am. Chem. Soc. 2022, 144, 19689–19694. Synfacts, OPRD Highlights

Conversion of Aryl Azides to Aminopyridines

Sajan C. Patel and Noah Z. Burns, J. Am. Chem. Soc. 2022, 144, 17797–17802. ChemistryViews, Synfacts

Synthesis and Characterization of the Potential Energetic Propellant Plasticizer 3-Nitratoethyl-N -nitramino-5-nitratomethyl Isoxazole

Gabrielle E. Cabrera, Tristen A. Reid, Eric C. Johnson, Joshua A. Orlicki, Noah Z. Burns, Jesse J. Sabatini. ChemPlusChem 2022, 87, e202200096

Cannabinoid receptor 1 antagonist genistein attenuates marijuana-induced vascular inflammation

Tzu-Tang Wei, Mark Chandy, Masataka Nishiga, Angela Zhang, Kaavya Krishna Kumar, Dilip Thomas, Amit Manhas, Siyeon Rhee, Johanne Marie Justesen, Ian Y. Chen, Hung-Ta Wo, Saereh Khanamiri, Johnson Y. Yang, Frederick J.Seidl, Noah Z. Burns, Chun Liu, Nazish Sayed, Jiun-Jie Shie, Joseph C. Wu. Cell 2022, 185 (10), 1676–1693

2021

Enantioselective Cyclobutenylation of Olefins Using N-Sulfonyl-1,2,3-Triazoles as Vicinal Dicarbene Equivalents

Sajan C. Patel, Myles W. Smith, Jaron A. M. Mercer, Kensuke Suzuki, and Noah Z. Burns. Org. Lett. 2021, 23, 6530–6535

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Enantioselective Total Synthesis of the Archaeal Lipid Parallel GDGT-0 (Isocaldarchaeol)

Isaac D. Falk, Bálint Gál, Ahanjit Bhattacharya, Jeremy H. Wei, Paula V. Welander, Steven G. Boxer, and Noah Z. Burns*. Angew. Chem. Int. Ed. 2021, 60, 17491–17496

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Automatic discovery of photoisomerization mechanisms with nanosecond machine learning photodynamics simulations

Jingbai Li, Patrick Reiser, Benjamin R. Boswell, André Eberhard, Noah Z. Burns*, Pascal Friederich*, and Steven A. Lopez*. Chem. Sci. 2021, 12, 5302

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Mechanochemical Synthesis of an Elusive Fluorinated Polyacetylene

Benjamin R. Boswell, Carl M. F. Mansson, Jordan M. Cox, Zexin Jin, Joseph A. H. Romaniuk, Kurt P. Lindquist, Lynette Cegelski, Yan Xia*, Steven A. Lopez*, Noah Z. Burns*. Nat. Chem. 2021, 13, 41–46.

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2020

Halogenation-Dependent Effects of the Chlorosulfolipids of Ochromonas danica on Lipid Bilayers

Frank R. Moss III, Gabrielle E. Cabrera, Grace M. McKenna, Giulio J. Salerno, Steven R. Shuken, Matthew L. Landry, Thomas M. Weiss, Noah Z. Burns*, and Steven G. Boxer*. ACS Chem. Bio. 2020, 15 (11), 2986–2995

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Bicyclohexene-peri-naphthalenes: Scalable Synthesis, Diverse Functionalization, Efficient Polymerization, and Facile Mechanoactivation of Their Polymers

Jinghui Yang, Matias Horst, Sabrina H. Werby, Lynette Cegelski*, Noah Z. Burns*, and Yan Xia*. J. Am. Chem. Soc. 2020, 142, 34, 14619–14626

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The cascade unzipping of ladderane reveals dynamic effects in mechanochemistry

Zhixing Chen, Xiaolei Zhu, Jinghui Yang, Jaron A. M. Mercer, Noah Z. Burns*, Todd J. Martinez*. Nat. Chem. 2020, 12, 302–309

 
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2019

“A convenient C–H functionalization platform for pyrroloiminoquinone alkaloid synthesis” Myles W. Smith, Isaac D. Falk, Hideya Ikemoto, and Noah Z. Burns. Tetrahedron. 2019, 75, 3366-3370. Article. Supporting Information. [Invited contribution in honor of Professor Ryan Shenvi, recipient of the 2019 Tetrahedron Young Investigator Award.]

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"Enantioselective Synthesis of Azamerone” Matthew L. Landry, Grace M. McKenna, and Noah Z. Burns. J. Am. Chem. Soc. 2019, 141, 2867–2871. Article. Supporting Information. Synfacts.

"Enantioselective Synthesis of Azamerone” Matthew L. Landry, Grace M. McKenna, Noah Z. Burns. J. Am. Chem. Soc. 2019, ASAP. Article. Supporting Information.
 

2018

"Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space" Matthew D. Hall, Jason M. Rhode et al. ACS Cent. Sci. 2018ASAPArticle. Supporting Information.

"Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space" Matthew D. Hall, Jason M. Rhode et al. ACS Cent. Sci. 2018, ASAP. Article. Supporting Information.

"Catalytic Regio- and Enantioselective Haloazidation of Allylic Alcohols" Frederick J. Seidl, Chang Min, Jovan A. Lopez and Noah Z. Burns. J. Am. Chem. Soc. 2018140, 15646-15650. Article. Supporting Information.

"Catalytic Regio- and Enantioselective Haloazidation of Allylic Alcohols" Frederick J. Seidl, Chang Min, Jovan A. Lopez and Noah Z. Burns. J. Am. Chem. Soc. 2018, 140, 15646-15650. Article. Supporting Information.

"Synthesis and Mechanochemical Activation of Ladderene–Norbornene Block Copolymers" Jessica K. Su, John D. Feist, Jinghui Yang, Jaron A. M. Mercer, Joseph A. H. Romaniuk, Zhixing Chen, Lynette Cegelski, Noah Z. Burns, and Yan Xia. J. Am. Chem. Soc. 2018140, 12388-12391. Article. Supporting Information.

"Synthesis and Mechanochemical Activation of Ladderene–Norbornene Block Copolymers" Jessica K. Su, John D. Feist, Jinghui Yang, Jaron A. M. Mercer, Joseph A. H. Romaniuk, Zhixing Chen, Lynette Cegelski, Noah Z. Burns, and Yan Xia. J. Am. Chem. Soc. …

"Ladderane phospholipids form a densely packed membrane with normal hydrazine and anomalously low proton/hydroxide permeability" Frank R. Moss III, Steven R. Shuken, Jaron A. M. Mercer, Carolyn M. Cohen, Thomas. M. Weiss, Steven G. Boxer, and Noah Z. Burns. Proc. Natl. Acad. Sci. 2018115, 9098-9103. Article. Supporting Information.

"Ladderane phospholipids form a densely packed membrane with normal hydrazine and anomalously low proton/hydroxide permeability" Frank R. Moss III, Steven R. Shuken, Jaron A. M. Mercer, Carolyn M. Cohen, Thomas. M. Weiss, Steven G. Boxer, and Noah Z…

"Catalytic Enantioselective Dihalogenation in Total Synthesis" Matthew L. Landry, and Noah Z. Burns. Acc. Chem. Res. 201851, 1260–1271. Article.

"Catalytic Enantioselective Dihalogenation in Total Synthesis" Matthew L. Landry, and Noah Z. Burns. Acc. Chem. Res. 2018, 51, 1260–1271. Article.

"Site-selective bromination of sp3 C–H bonds" Shyam Sathyamoorthi, Shibdas Banerjee, Justin Du Bois, Noah Z. Burns, and Richard N. Zare. Chem. Sci. 20189, 100–104. Article. Supporting Information.

"Site-selective bromination of sp3 C–H bonds" Shyam Sathyamoorthi, Shibdas Banerjee, Justin Du Bois, Noah Z. Burns, and Richard N. Zare. Chem. Sci. 2018, 9, 100–104. Article. Supporting Information.
 

2017

"Enantiospecific Solvolytic Functionalization of Bromochlorides" Alexander J. Burckle, Bálint Gál, Frederick J. Seidl, Vasil H. Vasilev, and Noah Z. Burns. J. Am. Chem. Soc. 2017139, 13562–13569. Article. Supporting Information.

"Enantiospecific Solvolytic Functionalization of Bromochlorides" Alexander J. Burckle, Bálint Gál, Frederick J. Seidl, Vasil H. Vasilev, and Noah Z. Burns. J. Am. Chem. Soc. 2017, 139, 13562–13569. Article. Supporting Information.

"Mechanochemical unzipping of insulating polyladderene to semiconducting polyacetylene" Zhixing Chen, Jaron A. M. Mercer, Xiaolei Zhu, Joseph A. H. Romaniuk, Raphael Pfattner, Lynette Cegelski, Todd J. Martinez, Noah Z. Burns, and Yan Xia. Science 2017357, 475–479. Article. Supporting Information.

"Mechanochemical unzipping of insulating polyladderene to semiconducting polyacetylene" Zhixing Chen, Jaron A. M. Mercer, Xiaolei Zhu, Joseph A. H. Romaniuk, Raphael Pfattner, Lynette Cegelski, Todd J. Martinez, Noah Z. Burns, and Yan Xia. Science 2…
 

2016

"Chemical synthesis and self-assembly of a ladderane phospholipid" Jaron A. M. Mercer, Carolyn M. Cohen, Steven R. Shuken, Anna M. Wagner, Myles W. Smith, Frank R. Moss III, Matthew D. Smith, Riku Vahala, Alejandro Gonzalez-Martinez, Steven G. Boxer, and Noah Z. Burns. J. Am. Chem. Soc. 2016138, 15845–15848. Article. Supporting Information. ACS Select. Synfacts.

"Chemical synthesis and self-assembly of a ladderane phospholipid" Jaron A. M. Mercer, Carolyn M. Cohen, Steven R. Shuken, Anna M. Wagner, Myles W. Smith, Frank R. Moss III, Matthew D. Smith, Riku Vahala, Alejandro Gonzalez-Martinez, Steven G. Boxer…

"Chiral Alkyl Halides: Underexplored Motifs in Medicine" Bálint Gál, Cyril Bucher, Noah Z. Burns. Mar. Drugs 201614, 206. Article. [Invited contribution for Special Issue on Marine Organohalides]

"Chiral Alkyl Halides: Underexplored Motifs in Medicine" Bálint Gál, Cyril Bucher, Noah Z. Burns. Mar. Drugs 2016, 14, 206. Article. [Invited contribution for Special Issue on Marine Organohalides]

"A Unified Approach for the Enantioselective Synthesis of the Brominated Chamigrene Sesquiterpenes" Alexander J. Burckle, Vasil H. Vasilev, Noah Z. Burns. Angew. Chem. Int. Ed. 201655, 11476–11479. Article. Supporting Information. Synfacts.

"A Unified Approach for the Enantioselective Synthesis of the Brominated Chamigrene Sesquiterpenes" Alexander J. Burckle, Vasil H. Vasilev, Noah Z. Burns. Angew. Chem. Int. Ed. 2016, 55, 11476–11479. Article. Supporting Information.

"Selective Bromochlorination of a Homoallylic Alcohol for the Total Synthesis of (–)-Anverene" Frederick J. Seidl, Noah Z. Burns. Beilstein J. Org. Chem. 201612, 1361–1365. Article. Supporting Information. [Invited contribution for Special Themed Issue on Strategies in Asymmetric Catalysis]

"Selective Bromochlorination of a Homoallylic Alcohol for the Total Synthesis of (–)-Anverene" Frederick J. Seidl, Noah Z. Burns. Beilstein J. Org. Chem. 2016, 12, 1361–1365. Article. Supporting Information. [Invited contribution for Special Themed …

"Catalytic Enantioselective Dihalogenation and the Selective Synthesis of (–)-Deschloromytilipin A and (–)-Danicalipin A" Matthew L. Landry, Dennis X. Hu, Grace M. McKenna, Noah Z. Burns. J. Am. Chem. Soc. 2016138, 5150–5158. Article. Supporting information.

"Catalytic Enantioselective Dihalogenation and the Selective Synthesis of (–)-Deschloromytilipin A and (–)-Danicalipin A" Matthew L. Landry, Dennis X. Hu, Grace M. McKenna, Noah Z. Burns. J. Am. Chem. Soc. 2016, 138, 5150–5158. Article. Supporting i…
 

2015

"Natural products: Emulation illuminates biosynthesis" Jaron A. M. Mercer, Noah Z. Burns. Nature Chem. 20157, 860–861.


"Highly Selective Synthesis of Halomon, Plocamenone, and Isoplocamenone" Cyril Bucher, Richard M. Deans, Noah Z. Burns. J. Am. Chem. Soc. 2015137, 12784–12787. Article. Supporting information.

"Highly Selective Synthesis of Halomon, Plocamenone, and Isoplocamenone" Cyril Bucher, Richard M. Deans, Noah Z. Burns. J. Am. Chem. Soc. 2015, 137, 12784–12787. Article. Supporting information.

"Catalytic Chemo-, Regio-, and Enantioselective Bromochlorination of Allylic Alcohols" Dennis X. Hu, Fritz J. Seidl, Cyril Bucher, Noah Z. Burns. J. Am. Chem. Soc. 2015137, 3795–3798. Article. Supporting information.

"Catalytic Chemo-, Regio-, and Enantioselective Bromochlorination of Allylic Alcohols" Dennis X. Hu, Fritz J. Seidl, Cyril Bucher, Noah Z. Burns. J. Am. Chem. Soc. 2015, 137, 3795–3798. Article. Supporting information.
 

2013

"Catalytic Enantioselective Dibromination of Allylic Alcohols" Dennis X. Hu, Grant M. Shibuya, Noah Z. Burns. J. Am. Chem. Soc. 2013135, 12960–12963. Article. Supporting information.

"Catalytic Enantioselective Dibromination of Allylic Alcohols" Dennis X. Hu, Grant M. Shibuya, Noah Z. Burns. J. Am. Chem. Soc. 2013, 135, 12960–12963. Article. Supporting information.
 

Postdoctoral

Burns, N. Z.; Jacobsen, E. N. "Catalysis in Tight Spaces," Nature, 2012, 483, 278–279.

Burns, N. Z.; Witten, M. W.; Jacobsen, E. N. "Dual Catalysis in Enantioselective Oxidopyrylium-Based [5 + 2] Cycloadditions," J. Am. Chem. Soc. 2011, 133, 14578–14581.

Burns, N. Z.; Jacobsen, E. N. "Mannich Reaction," in Science of Synthesis, Stereoselective Synthesis, Vol. 2, De Vries, J. G.; Molander, G. A.; Evans, P. A., Eds.; Georg Thieme Verlag: Stuttgart, Germany, 2011; 785–834.

 

Graduate

Sella, E.; Weinstain, R.; Erez, R.; Burns, N. Z.; Baran, P. S.; Shabat, D "Sulfhydryl-Based Dendritic Chain Reaction," Chem. Commun. 2010, 46, 6575–6577.

Burns, N. Z.; Krylova, I. N.; Hannoush, R. N.; Baran, P. S. "Scalable Total Synthesis and Biological Evaluation of Haouamine A and Its Atropisomer," J. Am. Chem. Soc. 2009, 131, 9172–9173.

Burns, N. Z.; Baran, P. S.; Hoffmann, R. W. "Redox Economy in Organic Synthesis," Angew. Chem., Int. Ed. 2009, 48, 2854–2867.

Burns, N. Z.; Jessing, M.; Baran, P. S. "Total synthesis of Haouamine A: the Indeno-Tetrahydropyridine Core," Tetrahedron, 2009, 65, 6600–6610.

Burns, N. Z.; Baran, P. S. "On the Origin of the Haouamine Alkaloids," Angew. Chem., Int. Ed. 2008, 47, 205–208.

Baran, P. S.; Burns, N. Z. "Total Synthesis of (±)-Haouamine A," J. Am. Chem. Soc., 2006, 128, 3908–3909.

 

Undergraduate

Burns, N. Z.; Hackman, B. H.; Ng, P. Y.; Powelson, I. A.; Leighton, J. L. "The Enantioselective Allylation and Crotylation of Sterically Hindered and Functionalized Aryl Ketones: Convenient Access to Unusual Tertiary Carbinol Structures," Angew. Chem., Int. Ed. 2006, 45, 3811–3813.