Publications by authors named "Gareth J Rowlands"

Planar chiral [2.2]paracyclophanes are resolved through the direct C-H arylation of enantiopure oxazolines, providing a convenient route to ligands and chiral materials. Preliminary results show that hydrolysis followed by decarboxylative phosphorylation leads to enantiopure [2.

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Effective therapeutic options are urgently needed to tackle antibiotic resistance. Furazolidone (FZ), vancomycin (VAN), and sodium deoxycholate (DOC) show promise as their combination can synergistically inhibit the growth of, and kill, multidrug-resistant Gram-negative bacteria that are classified as critical priority by the World Health Organization. Here, we investigated the mechanisms of action and synergy of this drug combination using a transcriptomics approach in the model bacterium Escherichia coli.

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Substituted [2.2]metaparacyclophanes are amongst the least studied of the simple cyclophanes. This is undoubtedly the result of the lengthy syntheses of these compounds.

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Quinolino[7,8-]quinoline is a superbasic compound, with a p in acetonitrile greater than that of 1,8-bis(dimethylaminonaphthalene) (DMAN), although its synthesis and the synthesis of its derivatives can be problematic. The use of halogen derivatives 4,9-dichloroquinolino[7,8-]quinoline () and 4,9-dibromoquinolino[7,8-]quinoline () as precursors has granted the formation of a range of substituted quinolinoquinolines. The basicity and other properties of quinolinoquinolines can be modified by the inclusion of suitable functionalities.

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The synthesis of three planar chiral pseudo-gem disubstituted [2.2]paracyclophane-derived P,N-pre-ligands is reported along with preliminary results of their activity in the amination of aryl bromides and chlorides. The pseudo-gem aminophosphines were capable of mediating the coupling reaction at a loading of 1 mol%.

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Two methodologies for the formation of substituted amino[2.2]paracyclophane derivatives were developed. The first involves the direct amination of bromo[2.

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Article Synopsis
  • - A quick and flexible technique has been developed to create specific chiral pyridines and pyridine N-oxides derived from [2.2]paracyclophane.
  • - These newly formed compounds could be useful in catalysis, specifically as Lewis bases, which are substances that can donate an electron pair.
  • - The study highlights the importance of these chiral compounds in enhancing chemical reactions, opening up new possibilities for their application in various fields.
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Two planar chiral heteroaryl monophosphines have been synthesised and studied. The phosphines are readily prepared from 4-imidazole[2.2]paracyclophane by selective deprotonation and reaction with the appropriate dialkylchlorophosphines.

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Article Synopsis
  • The paper outlines a straightforward method for producing a chiral compound, [2.2]paracyclophane-4-thiol, using a specific chiral sulfoxide.
  • It highlights a significant achievement in synthetic chemistry by reporting the first successful creation of an enantiomerically enriched planar chiral benzothiazole.
  • The research emphasizes the importance of stereochemistry in synthesizing complex organic molecules with specific orientations.
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[2.2]Paracyclophane is a fascinating molecule that offers great potential in a wide range of chemical disciplines. Currently, the synthesis of the majority of enantiomerically pure [2.

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Article Synopsis
  • - We created a new strategy to synthesize a specific type of pyrrolidine using the unique reactions of sulfone and a cyclization process called 5-endo-trig.
  • - Our method successfully produced the indolizidine alkaloid monomorine I, highlighting the importance of selecting the right nitrogen protecting group and optimal conditions for a key stereoselective amination step.
  • - By combining various protecting groups and using an intramolecular reductive amination reaction, we synthesized (+)-monomorine I in only 11 steps from D-norleucine, achieving complete stereoselectivity.
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The ortho-lithiation of one diastereoisomer of 4-tert-butylsulfinyl[2.2]paracyclophane is the key step to the synthesis of a range of 4,5-disubstituted [2.2]paracyclophane derivatives.

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A general strategy for the synthesis of enantiomerically pure 4-substituted [2.2]paracyclophanes from a common sulfoxide precursor is described.

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The use of chiral sulfoxides as Lewis base catalysts in the allylation of aldehydes with allyltrichlorosilane is reported.

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