Asymmetric synthesis of synthetic alkaloids by a tandem biocatalysis/Ugi/Pictet-Spengler-type cyclization sequence

Anass Znabet, Job Zonneveld, Elwin Janssen, Frans J J De Kanter, Madeleine Helliwell, Nicholas J Turner, Eelco Ruijter, Romano V A Orru

Research output: Contribution to JournalArticleAcademicpeer-review

Abstract

We have combined the biocatalytic desymmetrization of 3,4-cis-substituted meso-pyrrolidines with an Ugi-type multicomponent reaction followed in situ by a Pictet-Spengler-type cyclization reaction sequence for the rapid asymmetric synthesis of alkaloid-like polycyclic compounds.

Original languageEnglish
Pages (from-to)7706-7708
Number of pages3
JournalChemical Commununications
Volume46
Issue number41
Early online date27 Sep 2010
DOIs
Publication statusPublished - 7 Nov 2010

Keywords

  • Alkaloids/biosynthesis
  • Aspergillus niger/enzymology
  • Biocatalysis
  • Cyclization
  • Monoamine Oxidase/metabolism
  • Oxidation-Reduction
  • Stereoisomerism
  • Substrate Specificity

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