PlumX Metrics
Embed PlumX Metrics

Synthesis of the pentacyclic tetrahydroberberine pallimamine and epi -pallimamine

Tetrahedron, ISSN: 0040-4020, Vol: 129, Page: 133146
2022
  • 1
    Citations
  • 0
    Usage
  • 1
    Captures
  • 0
    Mentions
  • 0
    Social Media
Metric Options:   Counts1 Year3 Year

Metrics Details

Article Description

Pallimamine ( 1 ) is a structurally unique quaternary carbon-containing pentacyclic tetrahydroberberine. Synthesis of key C13-disubstituted tetrahydroberberine intermediates, as separable diastereomeric isomers, was achieved using a formal [4 + 2] cycloaddition of 4-methylhomophthalic anhydrides with 6,7-dimethoxy-3,4-dihydroisoquinolin-8-ol. Intramolecular Mitsunobu reactions provided installation of the dihydropyran generating pallimamine ( 1 ) and its non-natural diastereomer epi -pallimamine ( 33 ).

Bibliographic Details

Provide Feedback

Have ideas for a new metric? Would you like to see something else here?Let us know