4.5 Article

Gold-catalyzed oxycyclization of allenic carbamates: expeditious synthesis of 1,3-oxazin-2-ones

Journal

BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
Volume 9, Issue -, Pages 818-826

Publisher

BEILSTEIN-INSTITUT
DOI: 10.3762/bjoc.9.93

Keywords

allenes; computational chemistry; gold; gold catalysis; heterocycles; reaction mechanisms

Funding

  1. MINECO [CTQ2012-33664-C02-01, CTQ2012-33664-C02-02, CTQ2010-20714-C02-01, CSD2007-00006]
  2. Comunidad Autonoma de Madrid [S2009/PPQ-1752, S2009/PPQ-1634]
  3. MEC

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A combined experimental and computational study on regioselective gold-catalyzed synthetic routes to 1,3-oxazinan-2-ones (kinetically controlled products) and 1,3-oxazin-2-one derivatives (thermodynamically favored) from easily accessible allenic carbamates has been carried out.

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