Skip to main content

Research Repository

Advanced Search

Outputs (21)

Harnessing open-source technology for low-cost automation in synthesis: flow chemical deprotection of silyl ethers using a homemade autosampling system. (2017)
Journal Article
O'Brien, M., Konings, L., Martin, M., & Heap, J. (2017). Harnessing open-source technology for low-cost automation in synthesis: flow chemical deprotection of silyl ethers using a homemade autosampling system. Tetrahedron Letters, 2409-2413. https://doi.org/10.1016/j.tetlet.2017.05.008

An inexpensive homemade 3-axis autosampler was used to facilitate the automation of an acid catalysed flow chemical desilylation reaction. Harnessing open-source software technologies (Python, OpenCV), an automated computer-vision controlled liquid-l... Read More about Harnessing open-source technology for low-cost automation in synthesis: flow chemical deprotection of silyl ethers using a homemade autosampling system..

Continuous flow iodination using an automated computer-vision controlled liquid-liquid extraction system (2017)
Journal Article
O'Brien, M., Cooper, D., & Dolan, J. (2017). Continuous flow iodination using an automated computer-vision controlled liquid-liquid extraction system. Tetrahedron Letters, 829 - 834. https://doi.org/10.1016/j.tetlet.2017.01.029

Abstract A dynamic computer-vision control system incorporating open-source software technologies (Python, OpenCV) was used to automate a gravity based in-line liquid-liquid extraction during the iodination of enaminones in continuous flow. The syste... Read More about Continuous flow iodination using an automated computer-vision controlled liquid-liquid extraction system.

Furanyl Cyclic Ethers: Single and Double Diastereoselectivity in the Synthesis of 2,4-Di and 2,4,5-Trisubstituted Tetrahydropyrans. (2017)
Journal Article
O'Brien, M., Tizzard, G., Coles, S., Cooper, D., & Robbins, E. (2017). Furanyl Cyclic Ethers: Single and Double Diastereoselectivity in the Synthesis of 2,4-Di and 2,4,5-Trisubstituted Tetrahydropyrans. Journal of Organic Chemistry, 3441-3455. https://doi.org/10.1021/acs.joc.6b02831

Combining the desymmetrization of a prochiral bis-hydroxymethyl group with the epimerization of a chiral furanyl ether in a single transformation, high levels of double diastereoselectivity have been achieved in a synthesis of 2,4,5-trisubstituted te... Read More about Furanyl Cyclic Ethers: Single and Double Diastereoselectivity in the Synthesis of 2,4-Di and 2,4,5-Trisubstituted Tetrahydropyrans..

The evolution of a stereoselective synthesis of the C1–C16 fragment of bryostatins (2016)
Journal Article
Ball, M., Baron, A., Bradshaw, B., Dumeunier, R., O'Brien, M., & Thomas, E. J. The evolution of a stereoselective synthesis of the C1–C16 fragment of bryostatins. Organic and Biomolecular Chemistry, 14(40), 9650-9681. https://doi.org/10.1039/c6ob01804a

The development of a synthesis of the C1–C16 fragment of bryostatins in which the key step is a stereoselective oxy-Michael reaction used to assemble the cis-2,6-disubstituted tetrahydropyran with the exocyclic alkene already installed, is described.... Read More about The evolution of a stereoselective synthesis of the C1–C16 fragment of bryostatins.

Flow Chemistry: Intelligent Processing of Gas–Liquid Transformations Using a Tube-in-Tube Reactor (2015)
Journal Article
Brzozowski, M., O’Brien, M., Ley, S. V., & Polyzos, A. (2015). Flow Chemistry: Intelligent Processing of Gas–Liquid Transformations Using a Tube-in-Tube Reactor. Accounts of chemical research, 48(2), 349-362. https://doi.org/10.1021/ar500359m

The previous decade has witnessed the expeditious uptake of flow chemistry techniques in modern synthesis laboratories, and flow-based chemistry is poised to significantly impact our approach to chemical preparation. The advantages of moving from cla... Read More about Flow Chemistry: Intelligent Processing of Gas–Liquid Transformations Using a Tube-in-Tube Reactor.

A General Continuous Flow Method for Palladium Catalysed Carbonylation Reactions Using Single and Multiple Tube-in-Tube Gas-Liquid Microreactors: General Continuous Flow Method for Pd-Catalysed Carbonylations (2014)
Journal Article
Gross, U., Koos, P., O'Brien, M., Polyzos, A., & Ley, S. V. (2014). A General Continuous Flow Method for Palladium Catalysed Carbonylation Reactions Using Single and Multiple Tube-in-Tube Gas-Liquid Microreactors: General Continuous Flow Method for Pd-Catalysed Carbonylations. European Journal of Organic Chemistry, 2014(29), 6418-6430. https://doi.org/10.1002/ejoc.201402804

A series of continuous flow chemistry processes that facilitate the palladium-catalysed carbonylation of aryl and vinyl iodides and aryl bromides with a range of alkoxy, hydroxy and amino nucleophiles is reported. Harnessing a semipermeable Teflon® A... Read More about A General Continuous Flow Method for Palladium Catalysed Carbonylation Reactions Using Single and Multiple Tube-in-Tube Gas-Liquid Microreactors: General Continuous Flow Method for Pd-Catalysed Carbonylations.

Scaling Up of Continuous Flow Processes with Gases Using a Tube-in-Tube Reactor: Inline Titrations and Fanetizole Synthesis with Ammonia (2013)
Journal Article
Pastre, J. C., Browne, D. L., O’Brien, M., & Ley, S. V. (2013). Scaling Up of Continuous Flow Processes with Gases Using a Tube-in-Tube Reactor: Inline Titrations and Fanetizole Synthesis with Ammonia. Organic Process Research and Development, 17(9), 1183-1191. https://doi.org/10.1021/op400152r

The development of a tube-in-tube reactor based on a semipermeable polymer membrane has enabled the efficient transfer of gases into liquid flow streams. In this work we describe the scalability and throughput of this reactor when applied to ammonia... Read More about Scaling Up of Continuous Flow Processes with Gases Using a Tube-in-Tube Reactor: Inline Titrations and Fanetizole Synthesis with Ammonia.

Camera-enabled techniques for organic synthesis (2013)
Journal Article
Ley, S. V., Ingham, R. J., O’Brien, M., & Browne, D. L. (in press). Camera-enabled techniques for organic synthesis. Beilstein Journal of Organic Chemistry, 9, 1051-1072. https://doi.org/10.3762/bjoc.9.118

A great deal of time is spent within synthetic chemistry laboratories on non-value-adding activities such as sample preparation and work-up operations, and labour intensive activities such as extended periods of continued data collection. Using digit... Read More about Camera-enabled techniques for organic synthesis.

Synthesis of spongistatin 2 employing a new route to the EF fragment (2013)
Journal Article
Kraus, H., Français, A., O'Brien, M., Frost, J., Diéguez-Vázquez, A., Polara, A., Baricordi, N., Horan, R., Hsu, D.-S., Tsunoda, T., & Ley, S. V. (2013). Synthesis of spongistatin 2 employing a new route to the EF fragment. Chemical Science, 4(5), 1989. https://doi.org/10.1039/c3sc50304f

An improved route to the EF fragment of the spongistatins has been developed and employed in a synthesis of spongistatin 2. The C48–C51 diene side chain, which lacks the chlorine substituent present in spongistatin 1, presented some compatibility iss... Read More about Synthesis of spongistatin 2 employing a new route to the EF fragment.