All Outputs (5)

A stereodivergent multicomponent approach for the synthesis of C-N atropisomeric peptide analogues (2024)
Journal Article
Roper, N. J., Campbell, A. D., Waddell, P. G., Brown, A. K., Ermanis, K., & Armstrong, R. J. (2024). A stereodivergent multicomponent approach for the synthesis of C-N atropisomeric peptide analogues. Chemical Science, 15(40), 16743-16751. https://doi.org/10.1039/d4sc04700a

A four-component Ugi reaction is described for the stereoselective synthesis of novel C-N atropisomeric peptide analogues. Using this approach, a combination of simple, readily available starting materials (ortho-substituted anilines, aldehydes, carb... Read More about A stereodivergent multicomponent approach for the synthesis of C-N atropisomeric peptide analogues.

Synthesis, structure and stereodynamics of atropisomeric N-chloroamides (2024)
Journal Article
Campbell, A. D. G., Roper, N. J., Waddell, P. G., Wills, C., Dixon, C. M., Denton, R. M., Ermanis, K., & Armstrong, R. J. (2024). Synthesis, structure and stereodynamics of atropisomeric N-chloroamides. Chemical Communications, 60(28), 3818-3821. https://doi.org/10.1039/d4cc00268g

Atropisomeric N-chloroamides were efficiently accessed by electrophilic halogenation of ortho-substituted secondary anilides. The stereodynamics of atropisomerism in these novel scaffolds was interrogated by detailed experimental and computational st... Read More about Synthesis, structure and stereodynamics of atropisomeric N-chloroamides.

Hydrogen Atom Transfer Driven Enantioselective Minisci Reaction of Alcohols (2022)
Journal Article
Colgan, A. C., Proctor, R. S., Gibson, D. C., Chuentragool, P., Lahdenperä, A. S. K., Ermanis, K., & Phipps, R. J. (2022). Hydrogen Atom Transfer Driven Enantioselective Minisci Reaction of Alcohols. Angewandte Chemie International Edition, Article e202200266. https://doi.org/10.1002/anie.202200266

Catalytic enantioselective Minisci reactions have recently been developed but all instances so far utilize α-amino radical coupling partners. We report a substantial evolution of the enantioselective Minisci reaction that enables α-hydroxy radicals t... Read More about Hydrogen Atom Transfer Driven Enantioselective Minisci Reaction of Alcohols.

Gold(I)-Catalyzed Nucleophilic Allylation of Azinium Ions with Allylboronates (2022)
Journal Article
O'Brien, L., Argent, S. P., Ermanis, K., & Lam, H. W. (2022). Gold(I)-Catalyzed Nucleophilic Allylation of Azinium Ions with Allylboronates. Angewandte Chemie International Edition, 61(22), Article e202202305. https://doi.org/10.1002/anie.202202305

Gold(I)-catalyzed nucleophilic allylations of pyridinium and quinolinium ions with allylboronates are reported. Transmetalation of the allylboronate with gold produces nucleophilic allylgold(I) species that add to the 4-position of the azinium ion wi... Read More about Gold(I)-Catalyzed Nucleophilic Allylation of Azinium Ions with Allylboronates.

Enantioselective “clip-cycle” synthesis of di-, tri- and spiro-substituted tetrahydropyrans (2022)
Journal Article
Alomari, K., Sai Pavan Chakravarthy, N., Duchadeau, B., Ermanis, K., & Clarke, P. A. (2022). Enantioselective “clip-cycle” synthesis of di-, tri- and spiro-substituted tetrahydropyrans. Organic and Biomolecular Chemistry, 20(6), 1181-1185. https://doi.org/10.1039/d2ob00023g

ω-Unsaturated alcohols were “clipped” via alkene metathesis to a thioester activating group, which was followed by a chiral phosphoric acid catalyzed intramolecular oxa-Michael cyclization to yield tetrahydropyrans and spiro-tetrahydropyrans with exc... Read More about Enantioselective “clip-cycle” synthesis of di-, tri- and spiro-substituted tetrahydropyrans.