The total synthesis of the galbulimima alkaloid GB 13

Journal of the American Chemical Society

Volumn 125, Issue 9, 2003, Pages 2400-2401

  Mander, Lewis N ^a   McLachlan, Matthew M ^a  

^a AUSTRALIAN NATIONAL UNIVERSITY   (Australia)

Author keywords

[No Author keywords available]

Indexed keywords

ALKALOID; AMMONIA; BENZENE DERIVATIVE; GALBULIMIMA ALKALOID GB 13; KETONE; LITHIUM; NITRILE; UNCLASSIFIED DRUG; YTTERBIUM;

AMINATION; ARTICLE; CATALYSIS; CYCLIZATION; DIELS ALDER REACTION; EPOXIDATION; HYDROLYSIS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; OXIDATION; REDUCTION; SYNTHESIS;

ALKALOIDS; HETEROCYCLIC COMPOUNDS WITH 4 OR MORE RINGS; KETONES; PLANTS, MEDICINAL; TREES;

EID: 0037420315     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja029725o     Document Type: Article

References (25)

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24. Intramolecular Michael addition of the nitrogen to the enone, followed by reduction of the ketone should lead to himgaline 2 (cf. refs 3d and 3e).
25. By employing the equivalent ester analogous to the nitrile 11, we envisage a subsequent Curtius rearrangement to establish the N-C6a bond in a precursor to 4.