McErlean, Christopher - University of Sydney

研究领域

Synthetic Organic Chemistry Reaction development Total synthesis We are interested in developing new reactions, and applying known reactions in novel ways, in an effort to reduce the complexity of natural product synthesis. Expanding the scope of the Stetter reaction: The 'umpolung' addition of aldehydes onto unsaturated carbonyl compounds is an under-utilised method for carbon-carbon bond construction. We are investigating variants of this reaction that allow for the rapid construction of fused-ring systems from simple starting materials. We are also exploring the ability of the Stetter reaction to install new stereocentres under substrate control. Palladium-catalysed tetrahydrofuran synthesis: Numerous natural products and biologically active compounds contain a substituted tetrahydrofuran unit. We are employing a short, high-yielding, palladium-catalysed protocol to synthesis a series of these natural products. Ligand design for new reactions: Mimicking nature's ability to incorporate stereogenic elements into substrate compounds is a major driving force in contemporary chemistry. We are involved in the rational design and efficient synthesis of ligands that will allow new reactions to be accomplished.

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Madmon, O., Mazuz, M., Kumari, P., Dam, A., Ion, A., Mayzlish-Gati, E., Belausov, E., Wininger, S., Abu-Abied, M., McErlean, C., Bromhead, L., et al (2016). Expression of MAX2 under SCARECROW promoter enhances the strigolactone/MAX2 dependent response of Arabidopsis roots to low-phosphate conditons. Planta: an international journal of plant biology, 243(6), 1419-1427. [More Information] Norman, A., Norcott, P., McErlean, C. (2016). Overview of the synthesis of carbazoloquinone natural products. Tetrahedron Letters, 57(36), 4001-4008. [More Information] Law, K., McErlean, C. (2016). Samarium-mediated intramolecular cross-couplings of an alpha,beta-unsaturated N-acylpyrrole. Tetrahedron Letters, 57(29), 3113-3116. [More Information] Morris, J., McErlean, C. (2016). Synthesis of highly enantio-enriched stereoisomers of hydroxy-GR24. Organic and Biomolecular Chemistry, 14(4), 1236-1238. [More Information] Recsei, C., McErlean, C. (2015). Accessing brominated natural product motifs using phosphoramidite catalysis. Australian Journal of Chemistry, 68(4), 555-565. [More Information] Kumar, M., Pandya-Kumar, N., Dam, A., Haor, H., Mayzlish-Gati, E., Belausov, E., Wininger, S., Abu-Abied, M., McErlean, C., Bromhead, L., et al (2015). Arabidopsis response to low-phosphate conditions includes active changes in actin filaments and PIN2 polarization and is dependent on strigolactone signalling. Journal of Experimental Botany, 66(5), 1499-1510. [More Information] Bromhead, L., Smith, J., McErlean, C. (2015). Chemistry of the synthetic strigolactone mimic GR24. Australian Journal of Chemistry, 68(8), 1221-1227. [More Information] Norcott, P., McErlean, C. (2015). Synthesis of carbazoloquinone natural products 'on-water'. Organic and Biomolecular Chemistry, 13, 6866-6878. [More Information] Kim, H., Kisugi, T., Khetkam, P., Xie, X., Yoneyama, K., Uchida, K., Yokota, T., Nomura, T., McErlean, C., Yoneyama, K. (2014). Avenaol, a germination stimulant for root parasitic plants from Avena strigosa. Phytochemistry, 103, 85-88. [More Information] Eyre, N., Fiches, G., Aloia, A., Helbig, K., McCartney, E., McErlean, C., Li, K., Aggarwal, A., Turville, S., Beard, M. (2014). Dynamic imaging of the hepatitis C virus NS5A protein during a productive infection. Journal of Virology, 88(7), 3636-3652. [More Information] Bromhead, L., Visser, J., McErlean, C. (2014). Enantioselective synthesis of the strigolactone mimic (positive) negative GR24. The Journal of Organic Chemistry, 79(3), 1516-1520. [More Information] Recsei, C., Chan, B., McErlean, C. (2014). Synthesis of +-Luzofuran and -- Ancistrofuran. The Journal of Organic Chemistry, 79(3), 880-887. [More Information] Norcott, P., McErlean, C. (2014). Total synthesis of (-)-heliespirone A and (+)-heliespirone C. European Journal of Organic Chemistry, 2014 (23), 5056-5062. [More Information] Beinat, C., Banister, S., McErlean, C., Kassiou, M. (2013). A practical synthesis of (1S,4S)-2,5-diazabicyclo[2.2.1]heptane. Tetrahedron Letters, 54(39), 5345-5347. [More Information] Beare, K., McErlean, C. (2013). Accessing columbianetin-containing natural products via a domino on-water, in-water process. Tetrahedron Letters, 54(9), 1056-1058. [More Information] Law, K., McErlean, C. (2013). Extending the Stetter reaction with 1,6-acceptors. Chemistry: A European Journal, 19(47), 15852-15855. [More Information] Beare, K., Yuen, A., Masters, A., Maschmeyer, T., McErlean, C. (2013). Ionic liquids are compatible with on-water catalysis. Chemical Communications, 49(75), 8347-8349. [More Information] Beare, K., McErlean, C. (2013). Revitalizing the aromatic aza-Claisen rearrangement: implications for the mechanism of 'on-water' catalysis. Organic and Biomolecular Chemistry, 11(15), 2452-2459. [More Information] Cochrane, J., Yoon, D., McErlean, C., Jolliffe, K. (2012). A macrolactonization approach to the total synthesis of the antimicrobial cyclic depsipeptide LI-F04a and diastereoisomeric analogues. Beilstein Journal of Organic Chemistry, 8, 1344-1351. [More Information] Norcott, P., Spielman, C., McErlean, C. (2012). An in-water, on-water domino process for synthesis. Green Chemistry, 14(3), 605-609. [More Information]