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65. Nimmagadda, S. K.; Liu, M.; Karunananda, M. K.; Gao, D.-W.; Apolinar, O.; Chen, J. S.; Liu, P.; Engle, K. M. “Catalytic, Enantioselective α-Alkylation of Azlactones with Non-Conjugated Alkenes via Directed Nucleopalladation,” ChemRxiv 2018, DOI: 10.26434/chemrxiv.7313615 (Authors contributed equally).

64. Derosa, J.; Kleinmans, R.; Tran, V. T.; Karunananda, M. K.; Wisniewski, S. R.; Eastgate, M. D.; Engle, K. M. “Nickel-Catalyzed 1,2-Diarylation of Simple Alkenyl Amides” ChemRxiv 2018, DOI: 10.26434/chemrxiv.7300058.

63. van der Puyl, V. A.; Derosa, J.; Engle, K. M. “Directed, Nickel-Catalyzed Umpolung 1,2-Carboamination of Alkenyl Carbonyl Compounds” ChemRxiv 2018, DOI: 10.26434/chemrxiv.7301453.


62. O’Duill, M. L.; Engle, K. M. “Protodepalladation as a Strategic Elementary Step in Catalysis,” Synthesis 2018, DOI: 10.1055/s-0037-1611064. (Invited review).


61. Matsuura, R.; Jankins, T. C.; Hill, D. E.; Yang, K. S.; Gallego, G. M.; Yang. S.; He, M.; Wang, F.; Marsters, R.; McAlpine, I.; Engle, K. M. “Palladium(II)-Catalyzed γ-Selective Hydroarylation of Alkenyl Carbonyl Compounds with Arylboronic Acids,” Chem. Sci. 2018, DOI: 10.1039/C8SC03081B.
• Selected for the 2018 Chemical Science HOT Article Collection
• Preprint uploaded to ChemRxiv on Apr. 16, 2018 (DOI: 10.26434/chemrxiv.5885203)


60. Gurak, J. A., Jr.; Engle, K. M. “Practical Intermolecular Hydroarylation of Diverse Alkenes via Reductive Heck Coupling,” ACS Catal. 2018, 8, 8987–8992.
• Preprint uploaded to ChemRxiv on Jun. 20, 2018 (DOI:10.26434/chemrxiv.6619223)

Reductive Heck

59. Tran, V. T.; Gurak, J. A., Jr.; Yang, K. S.; Engle, K. M. “Activation of Diverse Carbon–Heteroatom and Carbon–Carbon Bonds via Palladium(II)-Catalyzed β-X Elimination,” Nat. Chem. 2018, 10, 1126–1133.
• Nature Chemistry Community “Behind the Paper” Highlight by Van
• Highlighted by X-mol chemistry blog


58. Gao, D.-W.; Vinogradova, E. V.; Nimmagadda, S. K.; Medina, J. M.; Xiao, Y.; Suciu, R. M.; Cravatt, B. F.; Engle, K. M. “Direct Access to Versatile Electrophiles via Catalytic Oxidative Cyanation of Alkenes,” J. Am. Chem. Soc. 2018, 140, 8069–8073(Authors contributed equally).
• Highlighted by X-mol chemistry blog


57. Zeng, T.; Liu, Z.; Schmidt, M. A.; Eastgate, M. D.; Engle, K. M. “Directed, Palladium(II)-Catalyzed Intermolecular Aminohydroxylation of Alkenes Using a Mild Oxidation System,” Org. Lett. 2018, 20, 3853–3857.


56. Derosa, J.; Tran, V. T.; van der Puyl; V. A.; Engle, K. M. “Carbon–Carbon π-Bonds as Conjunctive Reagents in Cross-Coupling,” Aldrichimica Acta 2018, 51, 21–32. (Invited review article).


55. Derosa, J.; van der Puyl; V. A.; Tran, V. T.; Liu, M.; Engle, K. M. “Directed Nickel-Catalyzed 1,2-Dialkylation of Alkenyl Carbonyl Compounds,” Chem. Sci. 20189, 5278–5283.
Preprint uploaded to ChemRxiv on Jan. 23, 2018 (DOI: 10.26434/chemrxiv.5807427.v2.)
• Highlighted in Synfacts.


54. Liu, M.; Yang, P.; Karunananda, M. K.; Wang, Y.; Liu, P.; Engle, K. M. “C(alkenyl)–H Activation via Six-Membered Palladacycles: Catalytic 1,3-Diene Synthesis,” J. Am. Chem. Soc. 2018, 140, 5805–5813.


53. Gao, D.-W.; Xiao, Y.; Liu, M.; Liu, Z.; Karunananda, M. K.; Chen, J. S; Engle, K. M. “Catalytic, Enantioselective Synthesis of Allenyl Boronates,” ACS Catal. 2018, 8, 3650–3654.
• Preprint uploaded to ChemRxiv on Feb. 14, 2018 (DOI: 10.26434/chemrxiv.5885203.v1).
• Highlighted in the Jan/Feb ChemRxiv Round-up.
• Highlighted in Synfacts.
• Featured in Organic Chemistry Highlights.


52. Derosa, J.†; O’Duill, M. L.†; Holcomb, M.; Boulous, M. N.; Patman, R. L.; Wang, F.; Tran-Dubé, M.; McAlpine, I.; Engle, K. M. “Copper-Catalyzed Chan–Lam Cyclopropylation of Phenols and Aza-Heterocycles,” J. Org. Chem. 2018, 83, 3417–3425. (†Authors contributed equally).
• Selected as a Featured Article.
• Highlighted in Synfacts.

51. Liu, Z.; Ni, H.-Q.; Zeng, T.; Engle, K. M. “Catalytic Carbo- and Aminoboration of Alkenyl Carbonyl Compounds via 5- and 6-Membered Palladacycles,” J. Am. Chem. Soc. 2018, 140, 3223–3227.
• Highlighted by X-Mol chemistry blog.

50. O’Duill, M. L.; Matsuura, R.; Wang, Y.; Turnbull, J. L.; Gurak, J. A., Jr.; Gao, D.-W.; Lu, G.; Liu, P.; Engle, K. M. “Tridentate Directing Groups Stabilize 6-Membered Palladacycles in Catalytic Alkene Hydrofunctionalization,” J. Am. Chem. Soc. 2017, 139, 15576–15579.
• Highlighted by X-mol chemistry blog.

49. Gurak, J. A., Jr.; Engle, K. M. “Regioselective Hydroamination Using a Directed Nucleopalladation/Protodepalladation Approach,” Synlett 2017, 28, 2057–2065. (Invited Synpact).
hydroamination review

48. Liu, Z.; Wang, Y.; Wang, Z.; Zeng, T.; Liu, P.; Engle, K. M. “Catalytic Intermolecular Carboamination of Unactivated Alkenes via Directed Aminopalladation,” J. Am. Chem. Soc. 2017139, 11261–11270.
• Highlighted as an item of interest by OPR&D.

47. Derosa, J.; Tran, V. T.; Boulous, M. N.; Chen, J. S.; Engle, K. M. “Nickel-Catalyzed β,γ-Dicarbofunctionalization of Alkenyl Carbonyl Compounds via Conjunctive Cross-Coupling,” J. Am. Chem. Soc. 2017, 139, 10657–10660. (Authors contributed equally).
• Highlighted in ChemistryViews magazine.
• Highlighted in Synfacts.
• Highlighted as an item of interest by OPR&D.
Ni Cross-Coupling_TOC

46. Gurak, J. A., Jr.; Tran, V. T.; Sroda, M. M.; Engle, K. M. “N-Alkylation of 2-Pyridone Derivatives via Palladium(II)-Catalyzed Directed Alkene Hydroamination,” Tetrahedron 2017, 73, 3636–3642. (Special Issue for Ang Li’s TYIA.)

45. Derosa, J.; Cantu, A. L.; Boulous, M. N.; O’Duill, M. L.; Turnbull, J. L.; Liu, Z.; De La Torre, D. M.; Engle, K. M. “Directed Palladium(II)-Catalyzed anti-Hydrochlorination of Unactivated Alkynes with HCl,” J. Am. Chem. Soc. 2017, 139, 5183–5193.
44.  Liu, Z.; Zeng, T.; Yang, K. S.; Engle, K. M. “β,γ-Vicinal Dicarbofunctionalization of Alkenyl Carbonyl Compounds via Directed Nucleopalladation,” J. Am. Chem. Soc. 2016, 138, 15122–15125.
• Featured in Organic Chemistry Highlights
• Highlighted as an item of interest by OPR&D.

43. Yang, K.; Gurak, J. A., Jr.; Liu, Z.; Engle, K. M. “Catalytic, Regioselective Hydrocarbofunctionalization of Unactivated Alkenes with Diverse C–H Nucleophiles,” J. Am. Chem. Soc. 2016, 138, 14705–14712.

42. Liu, Z.; Derosa, J.; Engle, K. M. “Palladium(II)-Catalyzed Regioselective syn-Hydroarylation of Disubstituted Alkynes Using a Removable Directing Group,” J. Am. Chem. Soc. 2016, 138, 13076–13081.
• Highlighted in Synfacts.

41. Yang, K. S.; Engle, K. M. “Precision Pruning of Molecules (News & Views Highlight),” Nature 2016, 533, 183–184.

40. Gurak, J. A., Jr.; Yang, K. S.; Liu, Z.; Engle, K. M. “Directed, Regiocontrolled Hydroamination of Unactivated Alkenes via Protodepalladation,” J. Am. Chem. Soc. 2016, 138, 5805–5808.

39. Engle, K. M. “The Mechanism of Palladium(II)-Mediated C–H Cleavage with Mono-N-Protected Amino Acid (MPAA) Ligands: Origins of Rate Acceleration,” Pure App. Chem. 2016, 88, 119–138.


38. Luo, S.-X.; Engle, K. M.; Dong, X.; Hejl, A.; Takase, M. K.; Henling, L. M.; Liu, P.; Houk, K. N.; Grubbs, R. H. “An Initiation Kinetics Prediction Model Enables Rational Design of Ruthenium Olefin Metathesis Catalysts Bearing Modified Chelating Benzylidene,” ACS Catal. 2018, 8, 4600–4611.

37. Luo, S.-X.; Cannon, J. S.; Taylor, B. L. H.; Engle, K. M.; Houk, K. N.; Grubbs, R. H. “Z-Selective Cross-Metathesis and Homodimerization with 3E-1,3-Dienes: Reaction Optimization, Computational Analysis, and Synthetic Applications,” J. Am. Chem. Soc. 2016, 138, 14039–14046. (Authors contributed equally).

36. Pfeifer, L.; Engle, K. M.; Pidgeon, G. W.; Sparkes, H. A.; Thompson, A. L.; Brown, J. M.; Gouverneur V. “Hydrogen-Bonded Homoleptic Fluoride–Diarylurea Complexes: Structure, Reactivity and Coordinating Power,” J. Am. Chem. Soc. 2016138, 13314–13325.

35. Lee, J.; Grandner, J. M.; Engle, K. M.; Houk, K. N.; Grubbs, R. H. “In Situ Catalyst Modification in Atom-Transfer Radical Reactions with Ruthenium Benzylidene Complexes,” J. Am. Chem. Soc. 2016, 138, 7171–7177.

34. Engle, K. M.; Pfeifer, L.; Pidgeon, G. W.; Giuffredi, G. T.; Thompson, A. L.; Paton, R. S.; Brown, J. M.; Gouverneur V. “Coordination Diversity in Hydrogen Bonded Homoleptic Fluoride–Alcohol Complexes Modulates Reactivity,” Chem. Sci. 20156, 5293–5302.

33. Engle, K. M.; Lu, G.; Luo, S.-X.; Henling, L. M.; Takase, M. K.; Liu, P.; Houk, K. N.; Grubbs, R. H. “Origins of Initiation Rate Differences in Ruthenium Olefin Metathesis Catalysts Containing Chelating Benzylidenes,” J. Am. Chem. Soc. 2015137, 5782–5792.

32. Koy, M.; Engle, K. M.; Henling, L. M.; Takase, M. K.; Grubbs, R. H. “Synthesis of Substituted Dihydrobenzofurans via Tandem SNAr/5-exotrig Cyclization,” Org. Lett. 2015, 7, 1986–1989 (Authors contributed equally).

31. Engle, K. M.; Luo, S.-X.; Grubbs, R. H. “An SNAr Approach to Sterically Hindered ortho-Alkoxybenzaldehydes for the Synthesis of Olefin Metathesis Catalysts,” J. Org. Chem. 2015, 80, 4213–4220.

30. Wang, X.-C.; Gong, W.; Zhu, R.-Y.; Fang, L.-Z.; Li, S.; Engle, K. M.; Yu, J.-Q. “Ligand-Enabled meta-C–H Activation Using a Transient Mediator,” Nature 2015, 519, 334–338.

29. Engle, K. M.; Dastbaravardeh, N.; Thuy-Boun, P. S.; Wang, D.-H.; Sather, A. C.; Yu, J.-Q. “Ligand-Accelerated ortho-C–H Olefination of Phenylacetic Acids,” Org. Synth. 2015, 92, 58–75.

28. Engle, K. M.; Yu, J.-Q. “Developing Ligands for Palladium-Catalyzed C–H Functionalization: Intimate Dialogue between Substrate and Ligand,” J. Org. Chem. 2013, 78, 8927–8955.

27. Wolstenhulme, J. R.; Rosenqvist, J.; Lozano, O.; Ilupeju, J.; Wurz, N.; Engle, K. M.; Pidgeon, G. W.; Moore, P. R.; Sandford, G.; Gouverneur, V. “Asymmetric Electrophilic Fluorocyclization with Carbon Nucleophiles,” Angew. Chem. 2013, 125, 9978–9982; Angew. Chem. Int. Ed. 2013, 52, 9796–9800.

26. Wang, H.; Li, G.; Engle, K. M.; Yu, J.-Q.; Davies, H. M. L. “Sequential C–H Functionalization Reactions for the Enantioselective Synthesis of Highly Functionalized 2,3-Dihydrofurans,” J. Am. Chem. Soc. 2013, 135, 6774–6777.

25. Mizuta, S.; Engle, K. M.; Verhoog, S.; Galicia-López, O.; O’Duill, M.; Médebielle, M.; Wheelhouse, K.; Rassias G.; Thompson, A. L.; Gouverneur V. “Trifluoromethylation of Allylsilanes under Photoredox Catalysis,” Org. Lett. 2013, 15, 1250–1253.

24. Mizuta, S.; Verhoog, S.; Engle, K. M.; Khotavivattana, T.; O’Duill, M.; Wheelhouse, K.; Rassias G.; Médebielle, M.; Gouverneur V. “Catalytic Hydrotrifluoromethylation of Unactivated Alkenes,” J. Am. Chem. Soc. 2013, 135, 2505–2508.

23. Mizuta, S.; Galicia-López, O.; Engle, K. M.; Verhoog, S.; Wheelhouse, K.; Rassias G.; Gouverneur V. “Trifluoromethylation of Allylsilanes under Copper Catalysis,” Chem Eur. J. 2012, 18, 8583–8587.

22. Engle, K. M.; Mei, T.-S.; Wasa, M.; Yu, J.-Q. “Weak Coordination as a Powerful Means for Developing Broadly Useful C–H Functionalization Reactions,” Acc. Chem. Res. 2012, 45, 788–802.

21. Mei, T.-S.; Kou, L.; Ma, S.; Engle, K. M.; Yu, J.-Q. “Heterocycle Formation via Palladium-Catalyzed C–H Functionalization,” Synthesis 2012, 44, 1778–1791.

20. Baxter, R. D.; Sale, D.; Engle, K. M.; Yu, J.-Q.; Blackmond, D. G. “Mechanistic Rationalization of Unusual Kinetics in Pd-Catalyzed C–H Olefination,” J. Am. Chem. Soc. 2012, 134, 4600–4606.

19. Wasa, M.; Engle, K. M.; Lin, D. W.; Yoo, E. J.; Yu, J.-Q. “Pd(II)-Catalyzed Enantioselective C–H Activation of Cyclopropanes,” J. Am. Chem. Soc. 2011, 133, 19598–19601.

18. Engle, K. M.; Thuy-Boun, P. S.; Dang, M.; Yu, J.-Q. “Ligand-Accelerated Cross-Coupling of C(sp2)–H Bonds with Organoboron Reagents,” J. Am. Chem. Soc. 2011, 133, 18183–18193.

17. Lu, Y.; Leow, D.; Wang, X.; Engle, K. M.; Yu, J.-Q. “Hydroxyl-Directed C–H Carbonylation Enabled by Mono-N-Protected Amino Acid Ligands: An Expedient Route to 1-Isochromanones,” Chem. Sci. 2011, 2, 967–971.

16. Engle, K. M.; Wang, X.; Mei, T.-S.; Yu, J.-Q. “Bystanding F+ Oxidants Enable Selective Reductive Elimination from High-Valent Metal Centers in Catalysis,” Angew. Chem. 2011, 123, 1514–1528; Angew. Chem. Int. Ed. 2011, 50, 1478–1491.

15. Wasa, M.; Engle, K. M.; Yu, J.-Q. “Cross-Coupling of C(sp3)–H Bonds with Organometallic Reagents via Pd(II)/Pd(0) Catalysis,” Isr. J. Chem. 2010, 50, 605–616.

14. Engle, K. M.; Wang, D.-H.; Yu, J.-Q. “Ligand-Accelerated C–H Activation Reactions: Evidence for a Switch in Mechanism,” J. Am. Chem. Soc. 2010, 132, 14137–14151.

13. Engle, K. M.; Wang, D.-H; Yu, J.-Q. “Constructing Multiply Substituted Arenes Using Sequential Pd(II)-Catalyzed C–H Olefination,” Angew. Chem. 2010, 122, 6305–6309; Angew. Chem. Int. Ed. 2010, 49, 6169–6173.

12. Lu, Y.; Wang, D.-H.; Engle, K. M.; Yu, J.-Q. “Pd(II)-Catalyzed Hydroxyl-Directed C–H Olefination Enabled by Monoprotected Amino Acid Ligands,” J. Am. Chem. Soc. 2010, 132, 5916–5921.

11. Wasa, M.; Engle, K. M.; Yu, J.-Q. “Pd(II)-Catalyzed Intermolecular Olefination of sp3 C­–H Bonds,” J. Am Chem. Soc. 2010, 132, 3680–3681

10. Wang, D.-H; Engle, K. M.; Shi, B.-F.; Yu, J.-Q. “Ligand-Enabled Reactivity and Selectivity in a Synthetically Versatile Aryl C–H Olefination,” Science 2010, 327, 315–319.

9. Giri, R; Shi, B.-F.; Engle, K. M.; Maugel, N.; Yu, J.-Q. “Transition Metal–Catalyzed C–H Activation Reactions: Enantioselectivity and Diastereoselectivity,” Chem. Soc. Rev. 2009, 38, 3242–3272.

8. Wasa, M.; Engle, K. M.; Yu, J.-Q. “Pd(0)/PR3-Catalyzed Intermolecular Arylation of sp3 C–H Bonds,” J. Am. Chem. Soc. 2009, 131, 9886–9887.

7. Chen, X.; Engle, K. M.; Wang, D.-H.; Yu, J.-Q. “Pd(II)-Catalyzed C–H Activation/C–C Cross-Coupling Reactions: Versatility and Practicality,” Angew. Chem. 2009, 121, 5196–5217; Angew. Chem. Int. Ed. 2009, 48, 5094–5115.

6. Plass, K. E.; Engle, K. M.; Matzger, A. J. “Contrasting Two- and Three-Dimensional Crystal Properties of Isomeric Dialkyl Phthalates,” J. Am. Chem. Soc. 2007, 129, 15211–15217.

5. Plass, K. E.; Engle, K. M.; Cychosz, K. A.; Matzger, A. J. “Large-periodicity Two-Dimensional Crystals by Cocrystallization,” Nano Lett. 2006, 6, 1178–1183.


4.  Renata, H.; Engle, K. M. “Domino Metathesis Reactions Involving Carbonyls,” In Science of Synthesis: Domino Transformations in Organic Synthesis; Snyder, S. A., Ed.; Thieme: New York, 2015; Vol. 1, pp 135–156.

3.  Engle, K. M. I. Ligand-Accelerated Catalysis in Palladium(II)-Mediated C–H Functionalization; II. Hydrogen-Bonding Effects on the Reactivity of Fluoride Anion; Ph.D. Thesis; The Scripps Research Institute Press: La Jolla, 2013; University of Oxford Press: Oxford, 2013.

2.  Chen, P.; Liu, G.; Engle, K. M.; Yu, J.-Q. “High-Valent Palladium in Catalysis,” In Science of Synthesis: Knowledge Updates 2013; Banert, K.; Drabowicz, J.; Oestreich, M.; Plietker, B. J.; Ramsden, C.; Schaumann, E.; Stoltz, B. M.; Weinreb, S. M., Eds.; Thieme: New York, 2014; Vol. 2, pp 63–108.

1. Engle, K. M.; Yu, J.-Q. “Transition Metal–Catalyzed C–H Functionalization: Synthetically Enabling Reactions for Building Molecular Complexity,” In Organic Chemistry – Breakthroughs and Perspectives; Ding, K.; Dai, L.-X., Eds. Wiley-VCH: Weinheim, 2012, pp 279–333.


Engle, K. M. “The Science of Writing,” LSA Young Alumni Blog, 25 May 2016.

Engle, K. M. “Chem 210 in Retrospect: Lessons Learned at Taught,” LSA Young Alumni Blog, 16 January 2015.

Engle, K. M. “Paying Forward the Values I Learned at Michigan,” LSA Young Alumni Blog, 11 April 2014.

Engle, K. M. “The Delightfully Dislodging Effects of the DAAD RISE Program,” In Young Scientists Go German: RISE Alumni Share Their Experiences, DAAD: Bonn, 2010, pp 32–35.