Synthesis of bicyclic proline derivatives by the aza-Cope-Mannich reaction: formal synthesis of (±)-acetylaranotin. Other Scholarly Work

Belov, Dmitry S, Ratmanova, Nina K, Andreev, Ivan A et al. (2015). Synthesis of bicyclic proline derivatives by the aza-Cope-Mannich reaction: formal synthesis of (±)-acetylaranotin. . CHEMISTRY-A EUROPEAN JOURNAL, 21(10), 4141-4147. 10.1002/chem.201405811

cited authors

  • Belov, Dmitry S; Ratmanova, Nina K; Andreev, Ivan A; Kurkin, Alexander V

authors

abstract

  • Herein we suggest an approach to oxygenated bicyclic amino acids based on an aza-Cope-Mannich rearrangement. Seven distinct amino acid scaffolds analogous to the natural products were prepared on a gram scale with precise control of stereochemistry. Successful implementation of our strategy resulted in the formal synthesis of acetylaranotin.

publication date

  • March 1, 2015

published in

keywords

  • Amino Acids
  • Aza Compounds
  • Bridged Bicyclo Compounds, Heterocyclic
  • Catalysis
  • Molecular Structure
  • Oxepins
  • Proline

Digital Object Identifier (DOI)

Medium

  • Print-Electronic

start page

  • 4141

end page

  • 4147

volume

  • 21

issue

  • 10