A radical cyclization strategy for the concise total synthesis of (±)-geissoschizine

Tetrahedron Letters

Volumn 38, Issue 30, 1997, Pages 5307-5310

  Takayama, Hiromitsu ^a   Watanabe, Fumio ^a   Kitajima, Mariko ^a   Aimi, Norio ^a  

^a CHIBA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ALKADIENE; GEISSOSCHIZINE; INDOLE ALKALOID; RADICAL; TRYPTAMINE; TRYPTAMINE DERIVATIVE;

ARTICLE; CYCLIZATION; DRUG STRUCTURE; DRUG SYNTHESIS; NUCLEAR MAGNETIC RESONANCE; STEREOCHEMISTRY; THIN LAYER CHROMATOGRAPHY; X RAY ANALYSIS;

EID: 0030805615     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)01186-6     Document Type: Article

References (22)

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22. On exposure to the radical cyclization conditions, the unstable indole derivative 2 gave 10 in 12% yield. In this case, the production of the pentacyclic indoline derivatives (14 or 16) could not be observed. By applying this pathway, a five-step total synthesis of (±)-1 could be achieved, although it is not practical.