Garg Group – Professor Product Portal
Professor Neil Garg
The Garg Group develops methods for the synthesis of natural products and pharmaceuticals. One key method pertains to heterocyclic arynes, such as indolynes and pyridynes, which are generated in situ from silyltriflate precursors under mild fluoride based reaction conditions. Heterocyclic arynes can be trapped by a variety of reagents (e.g., nucleophiles and cycloaddition partners) to prepare diverse libraries of substituted heterocycles from common precursors. The Garg lab has also collaborated with Professor Ken Houk to develop the aryne distortion model, which in turn allows chemists to predict regioselectivity in reactions of unsymmetrical arynes.
Recent papers from the Garg Group
1.
Tena Meza A, Rivera CA, Shao H, Kelleghan AV, Houk KN, Garg NK. 2025. σ-Bond insertion reactions of two strained diradicaloids. Nature. 640(8059):683-690. https://doi.org/10.1038/s41586-025-08745-1.
2.
Zhang Y, Wu L, Kerr TA, Garg NK, Tang Y. 2024. Fragment-Guided Genome Mining of Octacyclic Cyclophane Alkaloids from Fungi. J. Am. Chem. Soc.. 146(34):23933-23942. https://doi.org/10.1021/jacs.4c06734.
3.
McDermott L, Walters ZG, French SA, Clark AM, Ding J, Kelleghan AV, Houk KN, Garg NK. 2024. A solution to the anti-Bredt olefin synthesis problem. Science. 386(6721): https://doi.org/10.1126/science.adq3519.
4.
Goetz AE, Garg NK. 2013. Regioselective reactions of 3,4-pyridynes enabled by the aryne distortion model. Nature Chem. 5(1):54-60.
https://doi.org/10.1038/nchem.1504.
https://doi.org/10.1038/nchem.1504.
5.
Mesganaw T, Im GJ, Garg NK. 2013. Synthesis of Diphenylhexatriene by the Pd-Catalyzed Dimerization of Cinnamyl Acetate. J. Org. Chem.. 78(7):3391-3393. https://doi.org/10.1021/jo400032j.
6.
Im GJ, Bronner SM, Goetz AE, Paton RS, Cheong PH, Houk KN, Garg NK. 2010. Indolyne Experimental and Computational Studies: Synthetic Applications and Origins of Selectivities of Nucleophilic Additions. J. Am. Chem. Soc.. 132(50):17933-17944.
https://doi.org/10.1021/ja1086485.
https://doi.org/10.1021/ja1086485.
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