Total syntheses of (+)-geissoschizine, (±)-geissoschizine, and (±)-(Z)-isositsirikine: stereocontrolled synthesis of exocyclic double bonds by stereospecific iminium ion-vinylsilane cyclizations
- Author
- OVERMAN, L. E1 ; ROBICHAUD, A. J
[1] Univ. California, dep. chemistry, Irvine CA 92717, United States - Source
Journal of the American Chemical Society. 1989, Vol 111, Num 1, pp 300-308 ; ref : 49 ref
- CODEN
- JACSAT
- ISSN
- 0002-7863
- Scientific domain
- Biochemistry, molecular biology, biophysics; Chemistry; Organic chemistry; Atomic molecular physics
- Publisher
- American Chemical Society, Washington, DC
- Publication country
- United States
- Document type
- Article
- Language
- English
- Keyword (fr)
- Addition chimique Alcaloïde Cation organique Composé aromatique Composé tricyclique Composé tétracyclique Composé vinylique Cuivre Composé organique Cyclisation Enantiomère(+) Hétérocycle azote angulaire Iminium composé Lithium Composé organique Racémique Silicium Composé organique Stéréospécificité Cuivre-lithium(bis-[triméthylsilyl-1 propényl]) Geissoschizine Indolo [«2,3-a»] quinolizinecarboxylique-3 acide(oxo-«4» tétrahydro-«1,6,7,12b») ester éthyle Isositsirikine Tryptophane amide «β»-Carbolinium-2([méthoxycarbonyl-«2p» triméthylsilyl-«3p» pentène-«3p» yl]-«1» méthylène-«2» tétrahydro-«1,2,3,4»)
- Keyword (en)
- Addition reaction Alkaloid Organic cation Aromatic compound Tricyclic compound Tetracyclic compound Vinylic compound Copper Organic compounds Cyclization Enantiomer(+) Angular nitrogen heterocycle Iminium compounds Lithium Organic compounds Racemate Silicon Organic compounds Stereospecificity
- Keyword (es)
- Adición química Alcaloide Catión orgánico Compuesto aromático Compuesto tricíclico Compuesto tetracíclico Compuesto vinílico Cobre Ciclización Enantiómero (+) Heterociclo nitrógeno angular Iminio compuesto Litio Racémico Silicio Estereoespecificidad
- Classification
- Pascal
- 001 Exact sciences and technology / 001C Chemistry / 001C03 Organic chemistry / 001C03C Preparations and properties / 001C03C06 Heterocyclic compounds / 001C03C06C Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings
- Discipline
- Organic chemistry
- Origin
- Inist-CNRS
- Database
- PASCAL
- INIST identifier
- 7082357
Sauf mention contraire ci-dessus, le contenu de cette notice bibliographique peut être utilisé dans le cadre d’une licence CC BY 4.0 Inist-CNRS / Unless otherwise stated above, the content of this bibliographic record may be used under a CC BY 4.0 licence by Inist-CNRS / A menos que se haya señalado antes, el contenido de este registro bibliográfico puede ser utilizado al amparo de una licencia CC BY 4.0 Inist-CNRS
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DOI
10.1021/ja00183a046 
https://dx.doi.org/10.1021/ja00183a046
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