Details

Autor(en) / Beteiligte

• Toop, Hamish D
• Brusnahan, Jason S
• Morris, Jonathan C

Titel

Concise Total Synthesis of DioncophyllineE through an ortho-Arylation Strategy

Ist Teil von

• Angewandte Chemie (International ed.), 2017-07, Vol.56 (29), p.8536

Auflage

International ed. in English

Ort / Verlag

Weinheim: Wiley Subscription Services, Inc

Erscheinungsjahr

2017

Link zum Volltext

Quelle

Alma/SFX Local Collection

Beschreibungen/Notizen

• The first total synthesis of the potent antimalarial 7,3'-linked naphthylisoquinoline alkaloid dioncophyllineE (1) has been completed. The synthesis proceeds in 12 steps (longest linear sequence) and in 15% overall yield. Key transformations include an ortho-arylation of a naphthol with an aryllead triacetate to construct the sterically hindered biaryl bond, and a three-step sequence to stereoselectively generate the trans-1,3-dimethyl-1,2,3,4-tetrahydroisoquinoline moiety.