Sterically Biased 3,3-Sigmatropic Rearrangement of Chiral Allylic Azides : Application to the Total Syntheses of Alkaloids
- Author
- LAUZON, Sophie1 ; TREMBLAY, Frangois1 ; GAGNON, David1 ; GODBOUT, Cédrickx1 ; CHABOT, Christine1 ; MERCIER-SHANKS, Catherine1 ; PERREAULT, Stéphane1 ; DESEVE, Hélène1 ; SPINO, Claude1
[1] Université de Sherbrooke, Département de Chimie, 2500 Boulevard Université, Sherbrooke, Quebec, J1K 2R1, Canada - Source
Journal of organic chemistry. 2008, Vol 73, Num 16, pp 6239-6250, 12 p
- CODEN
- JOCEAH
- ISSN
- 0022-3263
- Scientific domain
- Biochemistry, molecular biology, biophysics; Organic chemistry
- Publisher
- American Chemical Society, Washington, DC
- Publication country
- United States
- Document type
- Article
- Language
- English
- Keyword (fr)
- Alcaloïde Auxiliaire chiral Azide Azoture Clivage Composé allylique Composé chiral Cyclisation Dérivé de l'indolizine Dérivé de la pipéridine Dérivé de la quinoléine Effet stérique Hétérocycle azote Hétérocycle Métathèse Oxydation Recyclage Réaction Mitsunobu Réaction sigmatrope Réaction tandem Synthèse totale Coniine Lentiginosine Pumiliotoxine C
- Keyword (en)
- Alkaloid Chiral auxiliary Organic azide Azides Cleavage Allylic compound Chiral compound Cyclization Indolizine derivatives Piperidine derivatives Quinoline derivatives Steric effect Nitrogen heterocycle Heterocyclic compound Metathesis Oxidation Recycling Mitsunobu reaction Sigmatropic reaction Tandem reaction Total synthesis
- Keyword (es)
- Alcaloide Auxiliar quiral Azida orgánica Azoturo Clivaje Compuesto alílico Compuesto quiral Ciclización Piperidina derivado Quinolina derivado Efecto estérico Heterociclo nitrógeno Heterociclo Metatesis Oxidación Reconversión Reacción Mitsunobu Reacción sigmatrópica Reacción tándem Síntesis total
- Classification
- Pascal
- 001 Exact sciences and technology / 001C Chemistry / 001C03 Organic chemistry / 001C03C Preparations and properties / 001C03C06 Heterocyclic compounds / 001C03C06B Heterocyclic compounds with only one n hetero atom and condensed derivatives
- Discipline
- Organic chemistry
- Origin
- Inist-CNRS
- Database
- PASCAL
- INIST identifier
- 20561136
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/jo800817p 
https://dx.doi.org/10.1021/jo800817p
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