4.3 Article

An Efficient Photoinduced Deprotection of Aromatic Acetals and Ketals

Journal

HELVETICA CHIMICA ACTA
Volume 94, Issue 2, Pages 331-346

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/hlca.201000333

Keywords

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Funding

  1. Swiss National Science Foundation [200021_121846, 200020_124696]
  2. University of Neuchatel
  3. Swiss National Science Foundation (SNF) [200020_124696] Funding Source: Swiss National Science Foundation (SNF)

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A novel type of photodeprotection reaction of simple aromatic acetals and ketals is described. The deprotection is highly efficient under optimized conditions. The aromatic ring confers the photoreactivity to the compounds. The efficiency of the process depends on the structure of the acetal moiety. The common minor side reaction, the photooxidation, becomes the major reaction pathway in the cases of cyclic acetals. The use of photon as only reagent makes this procedure especially attractive for acetal deprotection.

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