4.5 Review

Catalytic Asymmetric Reactions Involving the Seven-Membered Cyclic Imine Moieties Present in Dibenzo[b,f][1,4]oxazepines

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2018, Issue 2, Pages 140-146

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201701279

Keywords

Asymmetric catalysis; Asymmetric synthesis; Cyclic imines; Dibenzoxazepines; Nitrogen heterocycles; Chiral amines

Funding

  1. MINECO (Gobierno de Espana) [CTQ2013-(47494-P)]
  2. Generalitat Valenciana
  3. MINECO

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The dibenzo[b,f][1,4]oxazepine scaffold is a privileged structure in medicinal chemistry that displays a wide variety of biological and pharmacological activities. However, catalytic asymmetric methodologies for the synthesis of chiral dibenzo[b,f][1,4]oxazepine derivatives are scarce in the literature. This microreview presents an overview of enantioselective reactions in which these cyclic seven-membered imines are used as electrophiles, including their substrate scope, limitations and application to the synthesis of related compounds.

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