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WALCZAK GROUP AT THE UNIVERSITY OF COLORADO BOULDER

PUBLICATIONS

Synthesis of Serine Derived Oxazolines Using a Molybdenum Dioxide Catalyst

W. C. Powell, G. E. Evenson, M. A. Walczak

Org. Synth. 2025, 102, 156

Chemical Synthesis Reveals Pathogenic Role of N-Glycosylation in Microtubule-Associated Protein Tau

W. C. Powell, R. Jing, M. Herlory, P. Holland, D. Poliyenko, C. C. Embeier, M. H. B. Stowell, M. A. Walczak

J. Am. Chem. Soc., 2025, 147, 6995

Improved Synthesis of Pseudoproline and DMB Dipeptide Carboxylic Acids

W. C. Powell, K. Johnson, P. Tran, R. Jing, M. A. Walczak

Synlett, 2025, 36, 55

Si-Linked Glycomimetics through a Stereoselective Silicon Transfer and Anion Addition

S. Shelar, T. Davis, N. Ryan, K. Fisch, M. A. Walczak

J. Am. Chem. Soc., 2024, 146, 29285

Pd-Catalyzed Stereospecific Glycosyl Cross-Coupling of Reversed Anomeric Stannanes for Modular Synthesis of Nonclassical C-Glycosides

G. Cheng, B. Yang, Y. Han, W. Lin, S. Tao, Y. Nian, Y. Li, M. A. Walczak, F. Zhu

Precis. Chem., 2024, 2, 587

Peptide and Protein Desulfurization with Diboron Reagents

R. Jing, M. A. Walczak

Org. Lett., 2024, 26, 2590

Post-Translational Modifications Control Phase Transitions of Tau

W. C. Powell, M. Nahum, K. Pankratz, M. Herlory, J. Greenwood, D. Poliyenko, P. Holland, R. Jing, L. Biggerstaff, M. H. B. Stowell, M. A. Walczak

ACS Cent. Sci. 2024, 10, 2145

Desulfurative Borylation of Small Molecules, Peptides and Proteins

R. Jing, W. C. Powell, K. J. Fisch, M. A. Walczak

J. Am. Chem. Soc., 2023, 145, 22354

Chemical Synthesis of Microtubule-Associated Protein Tau

W. C. Powell, R. Jing, M. A. Walczak

J. Am. Chem. Soc., 2023, 145, 21514

TMEM106B Fibrils from FTLD Patients and Healthy Controls

J. D. Greenwood, W. C. Powell, M. A. Walczak

ACS Chem. Neurosci., 2023, 14, 2827

Stereoselective Alkyl C-Glycosylation of Glycosyl Esters via Anomeric C-O Bonds Homolysis: Efficient Access to C-Glycosyl Amino Acids and C-Glycosyl Peptides

A. Chen. S. Zhao, Y. Han, Z. Zhou, B. Yang, L-G. Xie, M. A. Walczak, F. Zhu

Chem. Sci., 2023, 14, 7569

Catalytic Amide Activation with Thermally Stable Molybdenum(VI) Dioxide Complexes

G. E. Evenson, W. C. Powell, A. B. Hinds, M. A. Walczak

J. Org. Chem., 2023, 88, 6192

Light-Mediated Cross-Coupling of Anomeric Trifluoroborates

E. Miller, M. A. Walczak

ChemRxiv, 2022

Umpolung AlaB Reagents for the Synthesis of Non-Proteogenic Amino Acids, Peptides and Proteins

F. Zhu, E. Miller, W. C. Powell, K. Johnson, A. Beggs, G. E. Evenson, M. A. Walczak

Angew. Chem. Int. Ed., 2022, 61, e202207153

Site-selective Amide Functionalization by Catalytic Azoline Engrafting

W. C. Powell, G. Evenson, M. A. Walczak

ACS Catal. 2022, 12, 7789

Current Landscape of Coccidioidomycosis

R. Boro, P. C. Iyer, M. A. Walczak

J. Fungi 2022, 8, 413

Organometallic AlaM Reagents for Umpolung Peptide Diversification

F. Zhu, W. C. Powell, R. Jing, M. A. Walczak

Chem. Catal. 2021, 1, 870

Light-Mediated Cross-Coupling of Anomeric Trifluoroborates

E. Miller, M. A. Walczak

Org. Lett. 2021, 23, 4289

Stereochemistry of transition metal complexes controlled by the metallo-anomeric effect

F. Zhu, M. A. Walczak

J. Am Chem. Soc. 2020, 142, 15127

Ligand-Free Copper(I)-Mediated Cross-Coupling Reactions of Organostannanes with Sulfur Electrophiles

F. Zhu, Z. Chen, M. A. Walczak

J. Org. Chem. 2020, 85, 11942

Catalytic and Photochemical Strategies to Stabilized Radicals Based on Anomeric Nucleophiles

F. Zhu, S.-Q. Zhang, Z. Chen, J. Rui, H. Hong, M. A. Walczak

J. Am Chem. Soc. 2020, 142, 11102

Copper-Catalyzed Oxidative Acetalization of Boronic Esters – An Umpolung Strategy for Cyclic Acetal Synthesis

E. M. Miller, M. A. Walczak

J. Org. Chem. 2020, 85, 8230

Total Synthesis of Micrococcin P1 and Thiocillin I Enabled by Mo(VI) Catalyst

S. Akasapu, A. B. Hinds, W. C. Powell, M. A. Walczak

Chem. Sci. 2019, 10, 1971

Rethinking Carbohydrate Synthesis: Stereoretentive Reactions of Anomeric Stannanes

F. Zhu, S. O'Neill, J. Rodriguez, M. A. Walczak

Chem. Eur. J. 2019, 25, 3147

Acyl Glycosides Through Stereospecific Glycosyl Cross-Coupling – Rapid Access to C(sp3)-Linked Glycomimetics

F. Zhu, J. Rodriguez, S. O'Neill, M. A. Walczak

ACS Cent. Sci. 2018, 4, 1652

Stereoretentive C(sp3)-S cross-coupling

F. Zhu, E. Miller, S.-Q. Zhang, D. Yi, S. O'Neill, X. Hong, M. A. Walczak

J. Am. Chem. Soc. 2018, 140, 18140

Stereoretentive Intramolecular Glycosyl Cross-Coupling: Development, Scope, and Kinetic Isotope Effect Study

D. Yi, F. Zhu, M. A. Walczak

Org. Lett. 2018, 20, 4627

Direct dehydrative glycosylation of C1-hemiacetals

S. O'Neill, J. Rodriguez, M. A. Walczak

Chem. Asian J. 2018, 13, 2978

Stereoretentive Reactions at the Anomeric Position: Synthesis of Selenoglycosides

F. Zhu, S. O'Neill, J. Rodriguez, M. A. Walczak

Angew. Chem. Int. Ed. 2018, 57, 7091 (HotPaper)

Stereoselective Oxidative Glycosylation of Anomeric Nucleophiles with Alcohols and Carboxylic Acids

T. Yang, F. Zhu, M. A. Walczak

Nat. Commun. 2018, 9, 3650

Asymmetric synthesis of chiral 1,2-amino alcohols and morpholines from glyoxals

W. Powell, M. A. Walczak

J. Org. Chem. 2018, 83, 10487

Constrained saccharides: a review of structure, biology, and synthesis

J. Rodriguez, S. O'Neill, M. A. Walczak

Nat. Prod. Rep. 2018, 35, 220

Glycosyl cross-coupling with aryl iodonium salts – facile access to aryl C-glycosides of biomedical relevance

D. Yi, F. Zhu, M. A. Walczak

Org. Lett. 2018, 20,1936

Sulfated Liposaccharides Inspired by Telomerase Inhibitor Axinelloside A

J. Guang, Z. A. Rumlow, L. M. Wiles, S. O'Neill, M. A. Walczak

Tetrahedron Lett. 2017, 58, 4867

Size Matters: Chemical Synthesis of a Homogenous Arabinogalactan 92-mer

M. A. Walczak, F. Zhu

ChemBioChem 2017, 18, 1789

Glycosyl Cross-Coupling of Anomeric Nucleophiles – Scope, Mechanism, and Applications in the Synthesis of Aryl C-glycosides

F. Zhu, J. Rodriguez, T. Yang, I. Kevlishvili, E. Miller, D. Yi, S. O'Neill, M. Rourke, P. Liu, M. A. Walczak,

J. Am. Chem. Soc. 2017, 139, 17908

Glycosyl Stille Cross-Coupling with Anomeric Nucleophiles - A General Solution to a Long-Standing Problem of Stereocontrolled Synthesis of C-Glycosides

F. Zhu, T. Yang, M. A. Walczak

Synlett 2017, 28, 1510 (invited contribution)

Dehydrative Glycosylation with Cyclic Phosphonium Anhydrides

R. Dyapa, L. T. Dockery, M. A. Walczak

Org. Biomol. Chem. 2017, 15, 51

Highly Stereospecific Cross-Coupling Reactions of Anomeric Stannanes for the Synthesis of C-Aryl Glycosides

F. Zhu, M. J. Rourke, T. Yang, J. Rodriguez, M. A. Walczak

J. Am. Chem. Soc. 2016, 138, 12049

Synthesis of Asymmetrically Substituted scyllo-Inositol

J. Rodriguez, M. A. Walczak

Tetrahedron Lett. 2016, 57, 3281

M. A. Walczak, T. Krainz, P. Wipf, Ring Strain Enabled Reaction Discovery: New Heterocycles from Bicyclo[1.1.0]butanes, Acc. Chem. Res. 2015, 48, 1149-1158.

M. A. Walczak, S. J. Danishefsky, Synthesis of Antimetastatic Agents Using Ring-Closing Metathesis, Handbook of Metathesis, 2nd Edition (Invited chapter), R. H. Grubbs (Ed.), Wiley, 2015.

M. A. Walczak, J. Hayashida, S. J. Danishefsky, Building Biologics by Chemical Synthesis: Practical Preparation of Di- and Triantennary N-linked Glycoconjugates, J. Am. Chem. Soc. 2013, 135, 4700-4703.

P. Wipf, Z. Fang, L. Ferrié, M. Ueda, M. A. A. Walczak, Y. Yan, M. Yang, Cycloadditions in Heterocycle and Alkaloid Synthesis, Pure Appl. Chem. 2013, 85, 1079-1087.

M. A. Walczak, S. J. Danishefsky, Solving the Convergence Problem in the Synthesis of Triantennary N-Glycan Relevant to Prostate-Specific Membrane Antigen (PSMA), J. Am. Chem. Soc. 2012, 134, 16430-16433. Commentary in Science 2012, 338, 321.

M. A. A. Walczak, P. Wipf, B. K. Shin, S. Saxena, ESR analysis of the mechanism of pericyclic reactions of bicyclobutanes, Org. Biomol. Chem. 2009, 7, 2363-2366.

M. Ueda, M. A. A. Walczak, P. Wipf, Formal Alder-ene reaction of a bicyclo[1.1.0]butane in the synthesis of the tricyclic quaternary ammonium core of daphniglaucin, Tetrahedron Lett. 2008, 49, 5986-5989.

M. A. A. Walczak, P. Wipf, Rhodium(I)-catalyzed cycloisomerizations of bicyclobutanes, J. Am. Chem. Soc. 2008, 130, 6924-6925. (Highlighted as HotPaper)

P. Wipf, M. A. A. Walczak, Pericyclic cascade reactions of (bicyclo[1.1.0]butylmethyl)amines, Angew. Chem. Int. Ed. 2006, 45, 4172-4175.

P. Wipf, S. Werner, G. H. C. Woo, C. R. J. Stephenson, M. A. A. Walczak, C. M. Coleman, L. A. Twining, Application of divergent multi-component reactions in the synthesis of a library of peptidomimetics based on γ-amino-α,β-cyclopropyl acids, Tetrahedron 2005, 61, 11488-11500.

P. Wipf, C. R. J. Stephenson, M. A. A. Walczak, Diversity-oriented synthesis of azaspirocycles, Org. Lett. 2004, 6, 3009-3012.

J. Grabowski, M. A. Walczak, M. T. Krygowski, The substituent effect in ethylenes and acetylenes - AIM analysis, Chem. Phys. Lett. 2004, 400, 362-367.

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