2020 - Present

“Leveraging the Stereochemical Complexity of Octahedral Diastereomeric-at-Metal Catalysts to Unlock Regio- Diastereo and Enantioselectivity in Alcohol-Mediated C-C Couplings via Hydrogen Transfer,” Shezaf, J. Z.; Santana, C. G.; Ortiz, E.; Meyer, C. C.; Liu, P.; Sakata, K.; Huang. K.-W.; Krische, M. J. J. Am. Chem. Soc. 2024, 146, DOI: 10.1021/jacs.4c01857.

“Palladium(I)-Iodide Catalyzed Deoxygenative Heck Reaction of Vinyl Triflates: A Formate-Mediated Cross-Electrophile Reductive Coupling with cine-Substitution,” Chang, Y.-H.; Shen, W.; Shezaf, J. Z.; Ortiz, E.; Krische, M. J. J. Am. Chem. Soc. 2023, 145, DOI: 10.1021/jacs.3c09876.

“Chiral-at-Ruthenium-SEGPHOS Catalysts Display Diastereomer-Dependent Regioselectivity: Enantioselective Isoprene-Mediated Carbonyl tert-Prenylation via Halide Counterion Effects,” Shezaf, J. Z.; Santana, C. G.; Saludares, C.; Briceno, E. S.; Sakata, K.; Krische, M. J. J. Am. Chem. Soc. 2023, 145, 18676. (DOI: 10.1021/jacs.3c06734).

“Oxetane-, Azetidine- and Bicyclopentane-Bearing N-Heterocycles from Ynones: Scaffold Diversification via Ruthenium-Catalyzed Oxidative Alkynylation,” Evarts, M. M.; Strong, Z. H.; Krische, M. J. Org. Lett. 2023, 25, 5907. (DOI: 10.1021/acs.orglett.3c02213).

“Intermolecular Metal-Catalyzed C‒C Coupling of Unactivated Alcohols or Aldehydes for Convergent Ketone Construction beyond Premetalated Reagents,” Spinello, B. J.; Ortiz, E.; Evarts, M. M.; Strong, Z. H.; Krische, M. J. ACS Catal. 2023, 13, 10976. (DOI: 10.1021/acscatal.3c02209).

“O-Acetyl 1,3-Propanediol as an Acrolein Proelectrophile in Enantioselective Iridium-Catalyzed Carbonyl Allylation,” Verboom, K. L.; Meyer, C. C.; Evarts, M. M.; Jung, W.-O.; Krische, M. J. Org. Lett. 2023, 25, 3659. (DOI: 10.1021/acs.orglett.3c01022).

“Dual Ruthenium-Catalyzed Alkene Isomerization-Hydrogen Auto-Transfer Unlocks Skipped Dienes as Pronucleophiles for Enantioselective Carbonyl Allylation,” Dubey, Z. J.; Shen, W.; Little, J. A.; Krische, M. J. J. Am. Chem. Soc. 2023, 145, 8576. (DOI: 10.1021/jacs.3c00934).

“Ruthenium-Catalyzed C-C Coupling of Terminal Alkynes with Primary Alcohols or Aldehydes: α,β-Acetylenic Ketones (Ynones) via Oxidative Alkynylation,” Ortiz, E.; Evarts, M. M.; Strong, Z. H.; Shezaf, J. Z. Angew. Chem. Int. Ed. 2023, 62, e202303345  (DOI: 10.1002/anie.202303345).

“Allyl Alcohol as an Acrolein Equivalent in Enantioselective C-C Coupling: Total Synthesis of Amphidinolides R, J, and S,” Meyer, C. C.; Verboom, K. L.; Evarts, M. M.; Jung, W.-O.; Krische, M. J. J. Am. Chem. Soc. 2023, 145, 8242 (DOI: 10.1021/jacs.3c01809).

“Carbonyl Allylation and Crotylation: Historical Perspective, Relevance to Polyketide Synthesis, and Evolution of Enantioselective Ruthenium-Catalyzed Hydrogen Auto-Transfer Processes,” Ortiz, E.; Saludares, C.; Wu, J.; Cho, Y.; Santana, C. G.; Krische, M. J Synthesis. 2023, DOI: 10.1055/s-00000084.

“Asymmetric Ruthenium-Catalyzed Carbonyl Allylations by Gaseous Allene via Hydrogen Auto-Transfer: 1º vs 2º Alcohol Dehydrogenation for Streamlined Polyketide Construction,” Saludares, C.; Ortiz, E.; Santana, C. G.; Spinello, B. J.; Krische, M. J ACS Catal. 2023, 13, DOI: 10.1021/acscatal.2c05425.

“Iridium-, Ruthenium- and Nickel-Catalyzed C-C Couplings of Methanol, Formaldehyde and Ethanol with π-Unsaturated Pronucleophiles via Hydrogen Transfer,” Meyer, C. C.; Krische, M. J. J. Org. Chem. 2023, 88, DOI: 10.1021/acs.joc.2c02356.

“Ruthenium-Catalyzed Dehydrogenation: Historical Perspective and Survey of Enantioselective for Conversion of Lower Alcohols to Higher Alcohols,” Ortiz, E.; Shen, W.; Shezaf, J. Z.; Krische, M. J. Chem. Sci. 2022, 13, 12625.

“Chiral Amines via Enantioselective π-Allyliridium-C,O-Benzoate-Catalyzed Allylic Alkylation: Student Training via Industrial-Academic Collaboration,” Zbieg, J. R.; Stivala, C. E.; Liu, P.; Krische, M. J. Acc. Chem. Res. 2022, 55, 2138.

“Enantioselective 2-Propanol-Mediated Reductive Coupling of Dienes with Symmetric Ketones: Asymmetric Additions to Oxetanone and N-Acyl-Azetidinones Catalyzed by Iridium,” Meyer, C. C.; Dubey, Z. J.; Krische, M. J. Angew. Chem. Int. Ed. 2022, 61, e202115959

“Regio- and Enantioselective Iridium-Catalyzed Amination of Alkyl-Substituted Allylic Acetates with Secondary Amines,” Jung, W.-O.; Yoo, M.; Migliozzi, M. M.; Zbieg, J. R.; Stivala, C. E.; Krische, M. J. Org. Lett. 2022, 24, 441. 

“Understanding Halide Counterion Effects in Enantioselective Ruthenium-Catalyzed Carbonyl (α-Aryl)allylation: Alkynes as Latent Allenes and TFE-Enhanced Turnover in The Conversion of Ethanol to Higher Alcohols via Hydrogen Auto-Transfer,” Ortiz, E.; Shezaf, J. Z.; Chang, Y.-H.; Gonçalves, T.P.; Huang, K.-W.; Krische, M. J. J. Am. Chem. Soc. 2021, 143, 16709. 

“Direct Conversion of Primary Alcohols and Butadiene to Branched Ketones via Merged Transfer Hydrogenative Carbonyl Addition-Redox Isomerization Catalyzed by Rhodium,” Spinello, B. J.; Wu, J.; Cho, Y.; Krische, M. J. J. Am. Chem. Soc. 2021, 143, 13507. 

 “Allenes and Dienes as Chiral Allylmetal Pronucleophiles in Catalytic Enantioselective C=X Addition: Historical Perspective and State-of-The-Art Survey,” Xiang, M.; Pfaffinger, D. E.; Krische, M. J. Chem. Eur. J. 2021, 27, 13107. 

“Enantioselective Iridium-Catalyzed Allylation of Nitroalkanes: Entry to β-Stereogenic α-Quaternary Primary Amines,” Jung, W.-O.; Spinello, B. J.; Dubey, Z.; Kim, S. W.; Krische, M. J. J. Am. Chem. Soc. 2021, 143, 9349. 

“Enantioselective Ruthenium-BINAP-Catalyzed Carbonyl Reductive Coupling of Alkoxyallenes: Convergent Construction of syn-sec,tert-Diols via (Z)-σ-Allylmetal Intermediates,” Xiang, M.; Pfaffinger, D.; Ortiz, E.; Brito, G. A.; Krische, M. J. J. Am. Chem. Soc. 2021, 143, 8849. 

“From Hydrogenation to Transfer Hydrogenation to Hydrogen Auto-Transfer in Enantioselective Metal-Catalyzed Carbonyl Reductive Coupling: Past, Present and Future,” Santana, C. G.; Krische, M. J. ACS Catal. 2021, 11, 5572. 

“Ethanol: Unlocking an Abundant Renewable C2-Feedstock for Catalytic Enantioselective C-C Coupling,” Meyer, C. C.; Stafford, N. P.; Cheng, M. J.; Krische, M. J. Angew. Chem. Int. Ed. 2021, 60, 10542.

“Ruthenium-Catalyzed Cycloadditions to Form 5-, 6-, and 7-Membered Rings,” Doerksen, R. S.; Hodík, T.; Hu, G.; Huynh, N. O.; Shuler, W. G.; Krische, M. J. Chem. Rev. 2021, 121, 4045.

“Diastereo- and Enantioselective Ruthenium-Catalyzed C-C Coupling of 1-Arylpropynes and Alcohols: Alkynes as Chiral Allylmetal Precursors in Carbonyl anti-(α-Aryl)allylation,” Xiang, M.; Ghosh, A.; Krische, M. J. J. Am. Chem. Soc. 2021, 143, 2838. 

“Formate-Mediated Cross-Electrophile Reductive Coupling of 4-Iodoanisole and Bromopyridines,” Schwartz, L. A.; Spielmann, K.; Swyka, R. A.; Xiang, M.; Krische, M. J. Isr. J. Chem. 2020, 60, 1. Special issue in honor of Barry Trost. 

“Catalytic Reductive Aldol and Mannich Reactions of Enone, Acrylate and Vinyl Heteroaromatic Pronucleophiles,” Meyer, C. C.; Ortiz, E.; Krische, M. J. Chem. Rev. 2020, 120, 8, 3721.