Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 356, Issue 13, Pages 2781-2786Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201400027
Keywords
C-H activation; decatungstate anion; Michael addition; oxetanes; photocatalysis
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The selective C(sp(3))-H activation at position 2 in oxetanes has been accomplished by decatungstate photocatalysis under mild conditions. The resulting alpha-oxy radicals were trapped by electron-poor olefins resulting in the smooth preparation of 2-substituted oxetanes. The chemoselectivity in hydrogen abstraction in substituted oxetanes containing other H donating groups, such as CH2OH, CH2OAc and CHO, has been demonstrated in intramolecular models.
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