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  A Singlet Oxygen Approach to Oxaspirocycles

Jones, K. M., Hillringhaus, T., & Klussmann, M. (2013). A Singlet Oxygen Approach to Oxaspirocycles. Tetrahedron Letters, 54(25), 3294-3297. doi:10.1016/j.tetlet.2013.04.064.

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 Creators:
Jones, Kevin Mark1, Author              
Hillringhaus, Tim1, Author              
Klussmann, Martin1, Author              
Affiliations:
1Research Group Klußmann, Max-Planck-Institut für Kohlenforschung, Max Planck Society, Kaiser-Wilhelm-Platz 1, 45470 Mülheim an der Ruhr, ou_1445608              

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Free keywords: SPIRO-FUSED 2,5-CYCLOHEXADIENONES; HYPERVALENT IODINE OXIDATION; TYROSYL-PEPTIDE BONDS; QUINOL VINYL ETHERS; PHOTOINDUCED REACTIONS; COUPLING REACTION; PHENOLS; DEAROMATIZATION; ACID; CHEMISTRY
 Abstract: A method for the preparation of oxygen containing spirocycles using singlet oxygen is reported. A series of phenols were converted into the corresponding peroxy-cyclohexadienone derivatives by irradiation with visible light in the presence of a sensitizer and oxygen. The resulting peroxides could be converted into ether and lactone spirocycles in one or two steps. The synthesis of the oxaspirocycles from the phenols can also be performed in a one-pot fashion, avoiding the isolation of the peroxide intermediates.

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Language(s): eng - English
 Dates: 2013-06-19
 Publication Status: Published in print
 Pages: 4
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: DOI: 10.1016/j.tetlet.2013.04.064
 Degree: -

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Title: Tetrahedron Letters
  Other : Tetrahedron Lett.
Source Genre: Journal
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Publ. Info: Oxford, England : Pergamon-Elsevier Science
Pages: - Volume / Issue: 54 (25) Sequence Number: - Start / End Page: 3294 - 3297 Identifier: ISSN: 0040-4039
CoNE: https://pure.mpg.de/cone/journals/resource/954925448772