Bode Group Publications
Medina, S. I.; Wu, J.; Bode, J. W. "Nitrone Protecting Groups for Enantiopure N-Hydroxyamino Acids: Synthesis of N-Terminal Peptide Hydroxylamines for Chemoselective Ligations", Org. Biomol. Chem. 2010, 8, 3405–3417. Link
Kaeobamrung, J.; Mahatthananchai, J.; Zheng, P.; Bode, J. W. "An Enantioselective Claisen Rearrangement Catalyzed by N-Heterocyclic Carbenes", J. Am. Chem. Soc. 2010, 132, 8810–8812. Link
-reviewed in Synfacts 2010, issue 09, 1071. Link
Struble, J. R.; Bode, J. W. "Synthesis of N-Mesityl Substituted Aminoindalnol-Derived Triazolium Salt [(5aS,10bR)-5a,10b-Dihydro-2-(2,4,6-trimethylphenyl)-4H,6H-indeno[2,1-b]-1,2,4-triazolo[4,3-d]-1,4-oxazinium chloride]",
Org. Synth. 2010, 87, 362–376. Link
Juarez-Garcia, M. E.; Yu, S.; Bode, J. W. "Asymmetric Synthesis of Enantiopure Isoxazolidinone Monomers for the Synthesis of β3-Oligopeptides by Chemoselective Amide Ligation", Tetrahedron 2010, 66, 4841–4853. Link
Ju, L.; Bode, J. W. "Amide Formation by Decarboxylative Condensation of Hydroxyamines and α-Ketoacids: N-[(1S)-1-Phenylethyl]-benzeneacetamide", Org. Synth. 2010, 87, 218–225. Link
Flores, M. A.; Bode, J. W. "Chemoselective Protection of α-Ketoacids by Direct Annulations with Oximes", Org. Lett. 2010, 12, 1924–1927. Link
Mitchell, T. A.; Bode, J. W. "Synthesis of Dialkyl Ethers from Organotrifluoroborates and Acetal", J. Am. Chem. Soc. 2009, 131,18057–18059. Link
-reviewed in Synfacts 2010, issue 03, 335. Link
Chiang, P.-C.; Kim, Y.; Bode, J. W. "Catalytic Amide Formation with α'-Hydroxyenones as Acylating Reagents", Chem. Commun., 2009, 4566–4568. Link
-reviewed in Synfacts 2009, issue 09, 1042. Link
Chiang, P.-C.; Rommel, M.; Bode, J. W. "α'-Hydroxyenones as Mechanistic Probes and Scope-Expanding Surrogates for α,β-Unsaturated Aldehydes in N-Heterocyclic Carbene-Catalyzed Reactions", J. Am. Chem. Soc. 2009, 131, 8714–8718. Link
Valenta, P.; Drucker, N. A.; Bode, J. W. and Walsh, P. J. "Simple One-pot Conversion of Aldehydes and Ketones to Enals", Org. Lett. 2009, 11, 2117–2119. Link
Struble, J. R.; Bode, J. W. "Formal Synthesis of Salinosporamide A via NHC-catalyzed Intramolecular Lactonization", Tetrahedron, 2009, 65, 4957–4967. Link
Ju, L.; Bode, J. W. "A general strategy for the preparation of C-terminal peptide a-ketoacids by solid phase peptide synthesis", Org. Biomol. Chem. 2009, 7, 2259–2264. Link
Fukuzumi, T.; Bode, J. W. "A Reagent for the Convenient, Solid-Phase Synthesis of N-Terminal Peptide Hydroxylamines for Chemoselective Ligations" J. Am. Chem. Soc. 2009, 131, 3864–3865. Link
Lippert, A. R.; Keleshian, V. L.; Bode, J. W. "Dynamic supramolecular complexation by shapeshifting organic molecules" Org. Biomol. Chem. 2009, 7, 1529–1532. Link
Ishida, H.; Carrillo, N.; Bode, J. W. "Synthesis of an enantiopure isoxazolidine monomer for b3-aspartic acid in chemoselective β-oligopeptide synthesis" Tetrahedron Lett. 2009, 50, 3258–3260. Link
Kaeobamrung, J.; Bode, J. W. "Stereodivergency of Triazolium and Imidazolium-Derived NHCs for Catalytic, Enantioselective Cyclopentane Synthesis" Org. Lett. 2009, 11, 677–680. Link
Rommel, M.; Fukuzumi, T.; Bode, J. W. "Cyclic Ketimines as Superior Electrophiles for NHC-Catalyzed Homoenolate Additions with Broad Scope and Low Catalyst Loadings", J. Am. Chem. Soc. 2008, 130, 17266–17267. Link
-reviewed in Synfacts 2009, issue 02, 216. Link
He, M.; Beahm, B. J.; Bode, J. W. "Chiral NHC-Catalyzed Oxodiene Diels−Alder Reactions with alpha-Chloroaldehyde Bisulfite Salts", Org. Lett. 2008, 10, 3817–3820. Link
Struble, J. R.; Bode, J. W. "A modular synthesis of chiral aminoindanol-derived imidazolium salts", Tetrahedron 2008, 64, 6961–6972. Link
Ju, L.; Lippert, A. R.; Bode, J. W. "Stereoretentive Synthesis and Chemoselective Amide-Forming Ligations of C-Terminal Peptide alpha-Ketoacids", J. Am. Chem. Soc. 2008, 130, 4253–4255. Link
Struble, J.R.; Kaeobamrung, J.; Bode, J.W. "Synthesis of an N-Mesityl Substituted Chiral Imidazolium Salt for NHC-Catalyzed Reactions", Org. Lett. 2008, 10, 957–960. Link
-reviewed in Synfacts 2008, issue 06, 645. Link
He, M.; Bode, J. W. "Enantioselective, NHC-Catalyzed Bicyclo-beta-Lactam Formation via Direct Annulations of Enals and Unsaturated N-Sulfonyl Ketimines", J. Am. Chem. Soc. 2008, 130, 418–419. Link
-reviewed in Synfacts 2008, issue 03, 307. Link
Bode, J. W.; Sohn, S. S. "N-Heterocyclic Carbene-Catalyzed Redox Amidations of alpha-Functionalized Aldehydes with Amines", J. Am. Chem. Soc. 2007, 129, 13798–13799. Link
Chiang, P.-C.; Kaeobamrung, J.; Bode, J. W. "Enantioselective, Cyclopentene-Forming Annulations via NHC-Catalyzed Benzoin–Oxy-Cope Reactions", J. Am. Chem. Soc. 2007, 129, 3520–3521. Link
-reviewed in Synfacts 2007, issue 05, 545. Link
He, M.; Uc, G. J.; Bode, J. W. "Chiral, N-Heterocyclic Carbene Catalyzed Oxodiene Diels-Alder Reactions with Low Catalyst Loadings", J. Am. Chem. Soc. 2006, 128, 15088–15089. Link
-reviewed in Synfacts 2007, issue 01, 100. Link
Bode, J. W. "Emerging Methods for the Synthesis of Amide and Peptide Bonds", Curr. Opin. Drug Discov. Devel. 2006, 9, 765–775. PubMed
Lippert, A. R.; Kaeobamrung, J.; Bode, J. W. "Synthesis of Oligosubstituted Bullvalones: Shapeshifiting Molecules Under Basic Conditions ", J. Am. Chem. Soc. 2006, 128, 14738–14739. Link
Sohn, S. S.; Bode, J. W. "N-Heterocyclic Carbene Catalyzed C–C Bond Cleavage in Redox Esterifications of Chiral Formylcyclopropanes", Angew. Chem. Int. Ed. 2006, 6021–6024. Link
-reviewed in Synfacts 2006, issue 10, 1060. Link
He, M.; Struble, J. R.; Bode, J. W. "Highly Enantioselective Azadiene Diels-Alder Reactions Catalyzed by Chiral N-Heterocyclic Carbenes", J. Am. Chem. Soc. 2006, 128, 8148–8150. Link
-reviewed in Synfacts 2006, issue 08, 840. Link
Carrillo, N.; Davalos, E. A.; Russak, J. A.; Bode, J. W. "Iterative, Aqueous Synthesis of b3-oligopeptides without Coupling Reagents ", J. Am. Chem. Soc. 2006, 128, 1452-1453. Link
-Highlight in C&E News. Link
Bode, J. W.; Fox, R. M.; Baucom, K. D. "Decarboxylative Condensations of alpha-Ketoacids and N-Alkylhydroxylamines: A New Amide Ligation Reaction", Angew. Chem. Int. Ed. 2006, 45, 1248-1252. Link
-Highlight in C&E News. Link
Sohn, S.; Bode, J. W. "Catalytic Generation of Activated Carboxylates from Enals: A Product Determining Role for the Base ", Org. Lett. 2005, 7, 3873-3876. Link
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Organic Chemistry Portal. Link
He, M.; Bode, J. W. "Catalytic Synthesis of gamma-Lactams via Direct Annulations of Enals and N-Sulfonylimines", Org. Lett. 2005, 7, 3131–3134. Link
-Highlight in Angew. Chem. 2005, 44, 7506. Link
Sohn, S. S.; Rosen, E. L.; Bode, J. W. "N-Heterocyclic Carbene-Catalyzed Generation of Homoenolates: gamma-Butyrolactones by Direct Annulations of Enals and Aldehydes", J. Am. Chem. Soc. 2004, 126, 14370-14371. Link
-Highlight in Angew. Chem. 2005, 44, 7506. Link
Chow, K. Y.-K.; Bode, J. W. "Catalytic Generation of Activated Carboxylates: Direct, Stereoselective Synthesis of beta-Hydroxyesters from Epoxyaldehydes" J. Am. Chem. Soc. 2004, 126, 8126-8127. Link
-Highlight in Angew. Chem. 2005, 44, 7506. Link
Undergraduate, Graduate, and Postdoctoral Publications
- Suzuki, K.; Takikawa, H.; Hachisu, Y.; Bode, J. W. "Isoxazole-directed pinacol rearrangement: stereocontrolled approach to angular stereogenic centers", Angew. Chem. Int. Ed. 2007, 46, 3252–3254. Link
- Takikawa, H.; Hachisu, Y.; Bode, J. W.; Suzuki, K. " Catalytic, Enantioselective Crossed Aldehyde–Ketone Benzoin Cyclizations”, Angew. Chem. Int. Ed. 2006, 45, 3492–3494. Link
- Hachisu, Y.; Bode, J. W.; Suzuki, K. "Thiazolium Ylide Catalyzed Intramolecular Aldehyde--Ketone Benzoin-Forming Reactions: Substrate Scope" Adv. Syn. Cat. 2004, 1097–1100. Link
- Matsuura, T.; Bode, J. W.; Hachisu, Y.; Suzuki, K. "Molecular Sieve (MS 4A) Promoted Cyclocondensation of Hindered, Aromatic Nitrile Oxides and Cyclic Diketones under Mild Conditions", Synlett 2003, 1746-1748. Link
- Hachisu, Y.; Bode, J. W.; Suzuki, K. "Catalytic Intramolecular Aldehyde-Ketone Benzoin Reactions: A Novel Synthesis of Functionalized Preanthraquinones", J. Am. Chem. Soc. 2003, 125, 8432-8433. Link
- Bode, J. W.; Hachisu, Y.; Matsuura, T.; Suzuki, K. Amine-Promoted Cyclocondensation of Highly Substituted Aromatic Nitrile Oxides with Diketones", Tetrahedron Lett. 2003, 44, 3555-3558. Link
- Bode, J. W.; Suzuki K. "Structural Incongruities of Coleophomone Natural Products: Insights by Total Synthesis of a Semi-Synthetic Derivative" Tetrahedron Lett. 2003, 44, 3559-3563. Link
- Bode, J. W.; Hachisu, Y.; Matsuura, T.; Suzuki, K. "Facile Construction and Divergent Transformation of Polycyclic Isoxazoles: Direct Access to Polyketide Architectures", Org. Lett. 2003, 5, 391-394. Link
- Bode, J. W.; Uekusa, H.; Suzuki, K. "Rearrangement Promoted Cascade Reactions for the Stereoselective Synthesis of Highly Functionalized Polycycles", Org. Lett. 2003, 5, 395-398. Link
- Bode, J. W.; Gauthier, D. R.; Carreira, E. M. "Facile Enantioselective Synthesis of a Key Homoallylic Alcohol Building Block for Polyketide Synthesis: TiF4-BINOL Catalyzed Allylsilylation", J. Chem. Soc. Chem. Comm. 2001, 2560-2561. Link
- Bode, J. W.; Carreira, E. M. "Stereoselective Syntheses of Epothilones A and B via Nitrile Oxide Cycloadditions and Related Studies", J. Org. Chem. 2001, 66, 6410-6424. Link
- Bode, J. W.; Carreira, E. M. "A Mild and Chemoselective Method for the Reduction of Conjugated Isoxazolines to Beta-Hydroxy Ketones", Org. Lett. 2001, 3, 1587-1590. Link
- Bode, J. W.; Fraefel, N.; Muri, D.; Carreira, E. M. "A General Solution to the Modular Synthesis of Polyketide Building Blocks via Kanemasa Hydroxyl-Directed Nitrile Oxide Cycloadditions", Angew. Chem. Int. Ed. 2001, 40, 2082-2085. Link
- Bode, J. W.; Carreira, E. M. "Stereoselective Syntheses of Epothilones A and B via Hydroxyl Directed Nitrile Oxide Cycloadditions", J. Am. Chem. Soc. 2001, 123, 3611-3612. Link
- Muri, D.; Bode, J. W.; Carreira, E.M. "A Novel, General Method for the Synthesis of Nitrile Oxides: Dehydration of O-Silylated Hydroxamic Acids", Org. Lett. 2000, 2, 539-541. Link
- Bode, J. W.; Doyle, M. P.; Protopopova, M. N. Zhou, Q-L. "Intramolecular Regioselective Insertion into Unactivated Carbon-Hydrogen Bonds with Diazoacetates of Primary Alcohols Catalyzed by Chiral Dirhodium(II) Carboxamidates. Highly Enantioselective Total Synthesis of Natural Lignan Lactones." J. Org. Chem. 1996, 61, 9146-9155. Link
- Doyle, M.P.; Protopopova, M.N. Zhou, Q.-L.; Bode, J. W.; Simonsen, S.H.; Lynch, V. "Optimization of Enantiocontrol for Carbon-Hydrogen Insertion with Chiral Dirhodium(II) Carboxamidates. Synthesis of Natural Dibenzylbutyrolactone Lignans from 3-Aryl-1-Propyl Diazoacetates in High Optical Purity." J. Org. Chem. 1995, 60, 6654-6655. Link
Book Chapters
- Bode, J. W.; Carreira, E. M. "Total Synthesis of Macrolides" in The Chemical Synthesis of Natural Products; Hale, K. J., Ed.; Sheffield Academic Press: Sheffield, 2000; pp 40-63.