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Synthesis 2009(1): 148-154
DOI: 10.1055/s-0028-1083282
DOI: 10.1055/s-0028-1083282
PAPER
© Georg Thieme Verlag
Stuttgart ˙ New York
Complementary Reactions of Allylic Carbamates Using Palladium(II): Formation of Oxazolidinones or Allylic Amides from a Common Precursor
Weitere Informationen
Publikationsverlauf
Received
24 October 2008
Publikationsdatum:
12. Dezember 2008 (online)


Abstract
The use of palladium to effect two different reactions on a common starting material is presented. With a copper oxidant, an aminohalogenation is achieved to produce oxazolidinones. When the copper is absent, a [3,3]-sigmatropic rearrangement takes place to produce allylic amides.
Key words
palladium - rearrangement - halogenation - amines - amides