Synthesis of alkaloid 223A and a structural revision

Organic Letters

Volumn 4, Issue 10, 2002, Pages 1715-1717

  Toyooka, Naoki ^a   Fukutome, Ayako ^a   Nemoto, Hideo ^a   Daly, John W ^b   Spande, Thomas F ^b   Garraffo, H Martin ^b   Kaneko, Tetsuo ^b  

^a UNIVERSITY OF TOYAMA   (Japan)

^b NATIONAL INSTITUTE OF DIABETES AND DIGESTIVE AND KIDNEY DISEASES   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

6,8 DIETHYL 5 PROPYLINDOLIZIDINE; 6,8-DIETHYL-5-PROPYLINDOLIZIDINE; DYES, REAGENTS, INDICATORS, MARKERS AND BUFFERS; INDOLIZINE DERIVATIVE;

ANIMAL; ARTICLE; CHEMISTRY; FROGS AND TOADS; INFRARED SPECTROSCOPY; METABOLISM; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; STEREOISOMERISM; SYNTHESIS;

ANIMALS; ANURA; INDICATORS AND REAGENTS; INDOLIZINES; MAGNETIC RESONANCE SPECTROSCOPY; SPECTROSCOPY, FOURIER TRANSFORM INFRARED; STEREOISOMERISM;

EID: 0037118336     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol025775m     Document Type: Article

References (26)

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24. 3
25. This piperidone was synthesized from known (2R)-2-(hydroxy-methyl)butyl acetate (Izquierdo, I.; Plaza, M. P.; Rodriguez, M.; Tamayo, J. Tetrahedron: Asymmetry 1999, 10, 449-455); see Supporting Information for the experimental details.
26. 3), we suggest from this that our synthetic enantiomer 11 may have the natural absolute configuration. Additional work will have to confirm this.