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Unraveling the mechanism of the singlet oxygen ene reaction: recent computational and experimental approaches.

Authors
  • Alberti, Mariza N
  • Orfanopoulos, Michael
Type
Published Article
Journal
Chemistry - A European Journal
Publisher
Wiley (John Wiley & Sons)
Publication Date
Aug 16, 2010
Volume
16
Issue
31
Pages
9414–9421
Identifiers
DOI: 10.1002/chem.201000752
PMID: 20623729
Source
Medline
License
Unknown

Abstract

The mechanism of the singlet oxygen ene reaction has been a subject of renewed interest within the last few years. The main question being whether this reaction proceeds through a concerted mechanism or if it involves discrete intermediates. In general, the majority of experimental and computational studies support a traditional stepwise mechanism involving a perepoxide-like intermediate. In this minireview we highlight the most prominent and recent theoretical, as well as experimental results relating to the challenging mechanism of the singlet oxygen ene oxyfunctionalization.

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