Jon Antilla

Biography

Jon Antilla was born in a small iron ore mining town called Republic, in Michigan's Upper Peninsula. He attended Northern Michigan University for his degree in chemistry. He worked for Professor William D. Wulff at University of Chicago for his doctorate, and with Professor Stephen L. Buchwald for postdoctoral studies at MIT. He was an Assistant Professor at University of Mississippi (Olemiss) and at University of South Florida, where he moved up the ranks to Professor in 2016. Jon moved his lab to Tianjin, China in 2016. He pursued research and teaching in China. He taught in English and promoted a style of instruction used in the "western world".  In 2023 Jon returned to the USA and ultimately took his position as Chair of Chemistry and Physics at LSUS.  Jon's research, detailed below, has centered on new organic reaction development. The new reactions focus on the control of stereochemistry with his catalysts. His work is also "green" due to the use of non-metal catalysis (organocatalysis) and earth abundant metal-based catalytic methods. The application is ultimately geared toward pharmaceutical applications through collaboration or from those that can utilize Jon's processes.

Degrees

Research Interests

View Research Interests. 

Selected Publications

“Catalytic One-Pot Double Asymmetric Cascade Reaction: Synthesis of Chlorinated Oxindoles and Geminal Diamines,” Fang, X.; Deng, Z.; Zheng, W.; Antilla, J. C., ACS Catal. 2019, 9, 1748.

“Catalytic Enantioselective Diels-Alder Reactions of Benzoquinones and Vinylindoles with Chiral Magnesium Phosphate Complexes,” Bai, Y.; Yuan, J.; Hu, X.; Antilla, J. C., Org. Lett. 2019, 21, 6112.

“Design and Synthesis of New Alkyl-Based Chiral Phosphoric Acid Catalysts,” Tang, X.; He, H.; Fang, X.; Chang, Z.; Antilla, J. C., Chirality. 2019, 8, 592.

“Imine Amidation Catalyzed by a Chiral VAPOL Calcium Phosphate,” Cao, R.; Antilla, J. C., Org. Lett. 2020, 22 (15), 5958-5962.

“Catalytic Asymmetric 1,4-Reduction of alpha-Branched 2-Vinyl-azaarenes by a Chiral SPINOL-Derived Borophosphate,” Cao, Y.; Zhang, S.; Antilla, J. C., Acs Catalysis 2020, 10 (19), 10914-10919.

“Bi(cyclopentyl)diol-Derived Boronates in Highly Enantioselective Chiral Phosphoric Acid-Catalyzed Allylation, Propargylation, and Crotylation of Aldehydes,” Yuan, J.; Jain, P.; Antilla, J. C., J. Org. Chem. 2020, 85 (20), 12988-13003.

“Catalytic Asymmetric Transfer Hydrogenation of trans-Chalcone Derivatives Using BINOL-derived Boro- phosphates,” Na, F.; Lopez, S. S.; Beauseigneur, A.; Hernandez, L. W.; Sun, Z.; Antilla, J. C., Org. Lett. 2020, 22 (15), 5953-5957.

“Chiral Calcium Phosphate Catalyzed Enantioselective Amination of 3-Aryl-2-benzofuranones,” Liu, R.; Krishnamurthy, S.; Wu, Z.; Tummalapalli, K. S. S.; Antilla, J. C., Org. Lett. 2020, 22 (20), 8101-8105.

“Acylation of 2-benzylpyridine N-oxides and subsequent in situ 3,3 -sigamatropic rearrangement reaction,” Jing, H.- q.; Li, H.-l.; Antilla, J. C., Tetrahedron Letters 2020, 61 (42).

“Catalytic Asymmetric C-7 Friedel-Crafts Alkylation/N-Hemiactalization of 4-Aminoindoles,”. He, H.; Cao Y.; Xu, J; Antilla J. C., Org. Lett. 2021 DOI: 10.1021/acs.orglett.1c00699

“Asymmetric Reduction of α-Trifluoromethylated Imines with Catecholborane Catalyzed by BINOL-derived Boro- phosphates,” He, H.; Tang, X.; Cao, Y; Antilla J. C., J. Org. Chem. 2021, 86, 4336−4345.

“Chiral Phosphoric Acid-Catalyzed Enantio- and Diasteoselective Allylboration of Aldehydes with b,g-Substituted Allylboronates,” Yuan, J.; Jain, P.; Antilla J. C., J. Org. Chem. 2022, 87, 8256−8266.

“Chiral Calcium Phosphate-Catalyzed Enantioselective Amination of 3-Aryl-2-oxindoles with Dibenzyl Azodicarboxylate,” Wu, Z.; Krishnamurthy, S.; Tummalapalli, K. S. S.; Antilla J. C., J. Org. Chem. 2022, 87, 8203−8212.

“Enantioselective Amination of b-Keto Esters Catalyzed by Chiral Calcium Phosphates,” Wu, Z.; Krishnamurthy, S.; Tummalapalli, K. S. S.; Xu, J.; Yue, C.; Antilla J. C., Chemistry, A European Journal 2022, DOI: 10.1002/chem.20220907.

“Asymmetric Reductive Amination with Pinacolborane Catalyzed by Chiral SPINOL Borophosphates,” Wu, Z.; He, H.; Chen, M.; Zhu, L.; Zheng, W.; Cao, Y.; Antilla, J. C., Org. Lett. 2022, 24, 9436-9431.

“Enantioselective Mukaiyama−Michael Reaction of β,γ-Unsaturated α-Keto Esters with Silyl Ketene Acetals Catalyzed by a Chiral Magnesium Phosphate,” He, H.; Shen, X.; Ding, X.; Antilla, J. C., Org. Lett. 2023, 25, 782- 787.

“Asymmetric Rubottom-Type Oxidation Catalyzed by Chiral Calcium Phosphates,” He, H.; Tummalapalli, K. S. S.; Zhu, L.; Chen, M.; Krishnamurthy, S.; Antilla J. C., Chemistry, A European Journal 2023, e202203720.

“Catalytic Asymmetric Desymmetrization of Cyclic 1,3-Diketones Using Chiral Boro-phosphates,” Chen, M.; Zhu, L.; Zheng, W.; Fu, Y.; Zhang, J.; He, H.; Antilla, J. C., Org. Lett. 2024, 26, 3951-3956.

Teaching Assignments

Fall 2024:
CHEM 265 Organic Chemistry I

Spring 2025:
CHEM 266 Organic Chemistry 2
CHEM 366 Structure Elucidation of Organic Compounds

Office Hours

T  2 PM to 3 PM
W 1 PM to 2 PM
R  1 PM to 2 PM