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1.
Chem Commun (Camb) ; 59(9): 1241-1243, 2023 Jan 26.
Artículo en Inglés | MEDLINE | ID: mdl-36651497

RESUMEN

Correction for 'Dearomatization of benzopyrylium triflates with sulfoxonium ylides' by Alexandria N. Leveille et al., Chem. Commun., 2022, 58, 12600-12603, https://doi.org/10.1039/D2CC02023H.

2.
Chem Commun (Camb) ; 58(90): 12600-12603, 2022 Nov 10.
Artículo en Inglés | MEDLINE | ID: mdl-36285765

RESUMEN

Benzopyrylium triflates react with sulfoxonium ylides to give rise to cyclopropanated products in up to 90% yield as a single diastereomer. The cyclopropanated products can easily undergo acid-mediated ring-expansion to afford benzo[b]oxepines. Control over the absolute stereochemistry of the process is possible when the reaction is executed under the influence of a suitable anion-binding catalyst.


Asunto(s)
Catálisis
3.
Org Lett ; 23(24): 9446-9450, 2021 12 17.
Artículo en Inglés | MEDLINE | ID: mdl-34854689

RESUMEN

The first example of organocatalytic enantioselective C-H insertion reactions of indoles and sulfoxonium ylides is reported. Under the influence of phosphoric acid catalysis, levels of enantiocontrol in the range of 20-93% ee and moderate yields (up to 50%) were achieved for 29 examples in formal C-H insertion reactions of free indoles and α-carbonyl sulfoxonium ylides. No nitrogen protection on the indole is necessary.


Asunto(s)
Indoles
4.
Angew Chem Int Ed Engl ; 59(36): 15554-15559, 2020 Sep 01.
Artículo en Inglés | MEDLINE | ID: mdl-32352184

RESUMEN

The first example of enantioselective S-H insertion reactions of sulfoxonium ylides is reported. Under the influence of thiourea catalysis, excellent levels of enantiocontrol (up to 95 % ee) and yields (up to 97 %) are achieved for 31 examples in S-H insertion reactions of aryl thiols and α-carbonyl sulfoxonium ylides.

5.
European J Org Chem ; 2019(41): 6917-6929, 2019 Nov 10.
Artículo en Inglés | MEDLINE | ID: mdl-33828411

RESUMEN

Select dimeric chromenones exhibit low micromolar cyctotoxicity toward lymphoma and leukemia cell lines, L5178Y and HL60, respectively. The bioactive dimeric chromenones were identified from a focused library of structurally-simplified derivatives of naturally-occurring dimeric chromenones and tetrahydroxanthones that was prepared as part of this study. The simple dimeric chromenone scaffolds contain no stereogenic centers, are easily synthesized, and may be utilized as lead compounds in cancer research and drug discovery.

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