Synthesis of tertiary and quaternary stereogenic centers: A diastereoselective tandem reaction sequence combining Mukaiyama and free radical-based allylation
- Author
- CARDINAL-DAVID, Benoit; GUERIN, Brigitte; GUINDON, Yvan
Department of Chemistry and Department of Pharmacology, Université de Montréal, C.P. 6128, Succursale Centre-ville, Montréal, Québec, H3C 3J7, Canada
Department of Chemistry, McGill University, 801 Sherbrooke Street West, Montréal, Québec, H3A 2K6, Canada
Institut de recherches cliniques de Montréal (IRCM), Bio-organic Chemistry Laboratory, 110 avenue des Pins Ouest, Montréal, Québec, H2W 1R7, Canada - Source
Journal of organic chemistry. 2005, Vol 70, Num 3, pp 776-784, 9 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)
- Acide Lewis Alcool Aldol Aldolisation Allylation Aluminium composé Carbone 13 Composé allylique Diastéréosélectivité Groupe protecteur Mécanisme réaction Radical libre organique Réaction radicalaire Réaction tandem Réaction transfert Réactivité chimique Spectrométrie RMN Stéréochimie Synthèse chimique Transposition chimique Réaction Mukaiyama Silane(allyl triméthyl) Stannane(allyl tributyl)
- Keyword (en)
- Lewis acid Alcohol Aldol Aldol condensation Allylation Aluminium compound Carbon 13 Allylic compound Diastereoselectivity Protecting group Reaction mechanism Organic free radical Free radical reaction Tandem reaction Transfer reaction Chemical reactivity NMR spectrometry Stereochemistry Chemical synthesis Chemical rearrangement
- Keyword (es)
- Acido Lewis Alcohol Aldol Aldolización Alilación Aluminio compuesto Compuesto alílico Diastereoselectividad Grupo protector Mecanismo reacción Radical libre orgánico Reacción radicalar Reacción tándem Reacción transferencia Reactividad química Espectrometría RMN Estereoquímica Síntesis química Transposición química
- Classification
- Pascal
- 001 Exact sciences and technology / 001C Chemistry / 001C03 Organic chemistry / 001C03B Reactivity and mechanisms / 001C03B02 Kinetics and mechanisms
- Discipline
- Organic chemistry
- Origin
- Inist-CNRS
- Database
- PASCAL
- INIST identifier
- 16480468
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/jo048687j 
https://dx.doi.org/10.1021/jo048687j
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