Photocatalytic Functionalization of Heptacyclo[6.6.0.0 2,6 .0 3,13 .0 4,11 .0 5,9 .0 10,14 ]Tetradecane

2023 | journal article. A publication with affiliation to the University of Göttingen.

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​Photocatalytic Functionalization of Heptacyclo[6.6.0.0 2,6 .0 3,13 .0 4,11 .0 5,9 .0 10,14 ]Tetradecane​
Recort‐Fornals, M.; Marset, X.; Simon, M.; Golz, C.; Ramón, D. J. & Alcarazo, M.​ (2023) 
Advanced Synthesis & Catalysis, art. adsc.202301323​.​ DOI: https://doi.org/10.1002/adsc.202301323 

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Authors
Recort‐Fornals, Martí; Marset, Xavier; Simon, Martin; Golz, Christopher; Ramón, Diego J.; Alcarazo, Manuel
Abstract
Abstract The regioselective functionalization of heptacyclo[6.6.0.0 2,6 .0 3,13 .0 4,11 .0 5,9 .0 10,14 ]tetradecane (HCTD) under photocatalytic conditions is described. The protocols developed share an initial photo‐triggered hydrogen atom abstraction that regioselectively generates the necessary HCTD‐radical preferentially at position 1‐, they employ no excess of the precious cage carbocycle, and enable the straightforward access to a broad variety of 1‐(alkyl, aryl, or sulfinyl) HCTDs in moderate but still synthetically useful yields. The scope and limitations of each transformation are also discussed.
Issue Date
2023
Journal
Advanced Synthesis & Catalysis 
ISSN
1615-4150
eISSN
1615-4169
Language
English
Sponsor
Generalitat Valenciana https://doi.org/10.13039/501100003359

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