Lalic Lab Research People Publications Problems Teaching Facilities

 

 

43. Baumann, J. E.; Lalic, G.
Differential Dihydrofunctionalization: A Dual Catalytic Three-Component Coupling of Alkynes, Alkenyl Bromides, and Pinacolborane
Angew. Chem. Int. Ed. 2022, early view |link|


42. Lee, M. T.; Lalic, G.
Mechanism of Z-Selective Hydroalkylation of Terminal Alkynes
J. Am. Chem. Soc. 2021, 143, 16663-16672. |link|


41. Hazra, A.; Kephart, J. A.; Velian, A.; Lalic, G.
Hydroalkylation of Alkynes: Functionalization of the Alkenyl Copper Intermediate through Single Electron Transfer Chemistry
J. Am. Chem. Soc. 2021, 143, 7903-7908. |link|


40. Lee. M. T.; Goodstein, M. B.; Lalic, G.
Synthesis of Isomerically Pure (Z)-Alkenes from Terminal Alkynes and Terminal Alkenes: Silver-Catalyzed Hydroalkylation of Alkynes
J. Am. Chem. Soc. 2019, 141, 17086-17091. |link|


39. Hazra, A.; Chen, J.; Lalic, G.
Stereospecific Synthesis of E-Alkenes through Anti-Markovnikov Hydroalkylation of Terminal Alkynes
J. Am. Chem. Soc. 2019, 141, 12464-12469. |link|


38. Armstrong, M. K.; Lalic, G.
Differential Dihydrofunctionalization of Terminal Alkynes: Synthesis of Benzylic Alkyl Boronates through Reductive Three-Component Coupling
J. Am. Chem. Soc. 2019, 141, 6173-6179. |link|


37. Nguyen, J.; Chong, A.; Lalic, G.
Nickel-Catlayzed Anti-Markovnikov Hydroarylation of Alkenes
Chem. Sci. 2019, 10, 3231-3236. (DOI: 10.1039/C8SC05445B) |link|


36. Armstrong, M. K.; Goodstein, M. B.; Lalic, G.
Diastereodivergent Reductive Cross Coupling of Alkynes through Tandem Catalysis: Z- and E-Selective Hydroarylation of Terminal Alkynes
J. Am. Chem. Soc. 2018, 140, 10233-10241. (DOI: 10.1021/jacs.8b05113) |link|


35. Hazra, A.; Lee. M. T.; Chiu, J. F.; Lalic, G.
Photoinduced Copper-Catalyzed Coupling of Terminal Alkynes and Alkyl Iodides
Angew. Chem. Int. Ed. 2018, 57, 5492-5496. (DOI: 10.1002/anie.201709144.) |link|


34. Lee, M.; Nguyen, M.; Brandt, C.; Kaminsky, W.; Lalic, G.
Catalytic Hydroalkylation of Allenes
Angew. Chem. Int. Ed. 2017, 56, 15703-15707 (DOI: 10.1002/anie.201709144.) |link|


33. Mailig, M.; Hazra, A.; Armstrong, M. K.; Lalic, G.
Catalytic Anti-Markovnikov Hydroallylation of Terminal and Functionalized Internal Alkynes: Synthesis of Skipped Dienes and Trisubstituted Alkenes
J. Am. Chem. Soc. 2017, 139, 6969-6977.|link|


32. Nguyen, J.; Duncan, N.; Lalic, G.
Direct beta-Selective Cross-Coupling of Alkenyl Gold Complexes with Alkyl Electrophiles
Eur. J. Org. Chem. 2016, 5803-5806.|link|


31. Abraham, J.; Lalic, G.; Sadighi, J. P.
Coinage Metal Hydrides: Synthesis, Characterization, and Reactivity
Chem. Rev. 2016, 116, 8318-8372.|link|


30. Dang, D.; Whittaker, A. M.; Lalic, G.
Catalytic Activation of a Single C-F Bond in Trifluoromethyl Arenes
Chem. Sci. 2016, 7, 505-509.|link|


29. Suess, A. M.; Lalic, G.
Copper-Catalyzed Hydrofunctionalization of Alkynes
Synlett 2016, 27, 1165-1174.|link|


28. Mailig, M.; Rucker, R. P.; Lalic, G.
Practical Catalytic Method for Synthesis of Sterically Hindered Anilines
Chem. Commun. 2015, 51, 11048-11051.|link|


27. Uehling, M. R.; Suess, A. M.; Lalic, G.
Mechanism of Copper-Catalyzed Hydroalkylation of Alkynes: An Unexpected Role of Dinuclear Copper Complexes
J. Am. Chem. Soc. 2015, 137, 7747-7753.|link|


26. Uehling, M. R.; Suess, A. M.; Lalic, G.
Copper-Catalyzed Hydroalkylation of Terminal Alkynes
J. Am. Chem. Soc. 2015, 137, 1424-1427.|link|


25. Uehling, M. R.; Rucker, R. P.; Lalic, G.
Catalytic Anti-Markovnikov Hydrobromination of Alkynes
J. Am. Chem. Soc. 2014, 136, 8799-8803.|link|


24. Dang, H.; Mailig, M.; Lalic, G.
Mild Copper-Catalyzed Fluorination of Alkyl Triflates with Potassium Fluoride
Angew. Chem. Int. Ed. 2014, 53, 6473-6476.|link|


23. Cox, N.; Dang, H.; Whittaker, A. M.; Lalic, G.
NHC-copper hydrides as chemoselective reducing agents: catalytic reduction of alkynes, alkyl triflates, and alkyl halides
Tetrahedron 2014, 27-28, 4219-4231.|link|


22. Dang, H.; Cox, N.; Lalic, G.
Copper-Catalyzed Reduction of Alkyl Triflates and Iodides: An Efficient Method for the Deoxygenation of Primary and Secondary Alcohols
Angew. Chem. Int. Ed. 2014, 53, 752.|link|


21. Cox, N.; Uehling, M. R.; Haelsig, K. T.; Lalic, G.
Catalytic Asymmetric Synthesis of Cyclic Ethers Containing an a-Tetrasubstituted Stereocenter
Angew. Chem. Int. Ed. 2013, 52, 4878. (Highlighted in SYNFACTS).|link|


20. Whittaker, A. M.; Lalic, G.
Monophasic Catalytic System for the Selective Semireduction of Alkynes
Org. Lett. 2013, 15, 1113.(Highlighted in SYNFACTS)|link|


19. Rucker, R. P.; Lalic, G.
Copper-Catalyzed Electrophilic Amination of Organoboron Compounds
Synlett 2013, 24, 269. (Invited synpacts article)|link|


18. Rucker, R. P.; Whittaker, A. M.; Dang, H.; Lalic, G.
Synthesis of Tertiary Alkyl Amines from Terminal Alkenes: Copper-Catalyzed Amination of Alkyl Boranes
J. Am. Chem. Soc. 2012, 134, 6571. |link|


17. Rucker, R. P.; Whittaker, A. M.; Dang, H.; Lalic, G.
Synthesis of Hindered Anilines: Copper-Catalyzed Electrophilic Amination of Aryl Boronic Esters
Angew. Chem. Int. Ed. 2012, 51, 3953. |link|


16. Uehling, M. R.; Marionni, S. T.; and Lalic, G.
Asymmetric Synthesis of Trisubstituted Allenes: Copper-Catalyzed Alkylation and Arylation of Propargylic Phosphates
Org. Lett. 2012, 14, 362. |link|


15. Whittaker, A. M.; Rucker, R. P.; Lalic, G.
Catalytic SN2'-Selective Substitution of Allylic Chlorides With Arylboronic Esters.
Org. Lett. 2010, 12, 3216. |link|




Before UW

14. Lalic G.; Corey E. J.
Enantioselective Rhodium(I)-Triethylamine Catalyzed Addition of Potassium Isopropenyltrifluoroborate to Enones.
Tetrahedron Lett. 2008, 12, 3216.
13. Lalic G.; Krinsky J. L.; Bergman R. G.
The Scope and the Mechanism of SN2' Substitution Reactions of a Monomeric Imidozirconium Complex With Allylic Electrophiles.
J. Am. Chem. Soc. 2008, 130, 4459.
12. Lalic G.; Corey E. J.
An Effective Enantioselective Route to the Platensimycin Core.
Org. Lett. 2007, 9, 4921.
11. Fox R. J.; Lalic G.; Bergman R. G.
Regio- and Stereospecific Formation of Protected Allylic Alcohols via Zirconium-Mediated SN2' Substitution of Allylic Chlorides.
J. Am. Chem. Soc. 2007, 129, 14144.
10. Lalic G.; Blum S. A.; Bergman R. G.
Zirconium-Mediated SN2' Substitution of Allylic Ethers: Regio- and Stereospecific Formation of Protected Allylic Amines.
J. Am. Chem. Soc. 2005, 127, 16790.
9. Magdziak D.; Lalic G.; Myung Lee H.; Fortner K. C.; Aloise, A. D.; Shair M. D.
Catalytic Enantioselective Thioester Aldol Reactions That are Compatible With Protic Functional Groups.
J. Am. Chem. Soc. 2005, 127, 7284.
8. Xu K.; Lalic G.; Sheehan S. M.; Shair M. D.
Dynamic Kinetic Resolution during a Cascade Reaction on Substrates with Chiral All-Carbon Quaternary Centers.
Angew. Chem. Int. Ed. 2005, 44, 2259.
7. Lalic G.; Aloise A. D.; Shair M. D.
An Exceptionally Mild Thioester Aldol Reaction Inspired by Polyketide Biosynthesis.
J. Am. Chem. Soc. 2003, 125, 2852.
6. Burke M. D.; Lalic G.
Teaching Target-Oriented and Diversity-Oriented Organic Synthesis at Harvard University.
Chem. Biol. 2002, 9, 535.
5. Korbel G. A.; Lalic G.; Shair M. D.
Reaction Microarrays: A Method for Rapidly Determining the Enantiomeric Excess of Thousands of Samples.
J. Am. Chem. Soc. 2001, 123, 361.
4. Lalic G.; Petrovski Z.; Galonic D.; Matovic R.; Saicic R. N.
Alkylation of Carbonyl Compounds in the TiCl4-promoted Reaction of Trimethylsilyl Enol Ethers with Epoxides.
Tetrahedron 2001, 57, 583.
3. Sheehan S. M.; Lalic G.; Chen J. S.; Shair M. D.
A Highly Efficient and Convergent Reaction for the Synthesis of Bridgehead Enone-Containing Polycyclic Ring Systems.
Angew. Chem. Int. Ed. 2000, 39, 2714.
2. Lalic G.; Petrovski Z.; Galonic D.; Matovic R.; Saicic R. N.
Alkylation of Carbonyl Compounds in the TiCl4-promoted Reaction of Trimethylsilyl Enol Ethers with Ethylene Oxide.
Tetrahedron Lett. 2000, 41, 763.
1. Barton D. H. R.; Lalic G.; Smith J. A.
The Selective Functionalization of Saturated Hydrocarbons. Part 42. Further Studies in Selective Phenylselenation.
Tetrahedron 1998, 54, 1725.