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Merging Organocatalysis with an Indium(III)-Mediated Process: A Stereoselective α-Alkylation of Aldehydes with Allylic Alcohols
- Source :
- Chemistry-A European Journal; Vol 16
- Publication Year :
- 2010
- Publisher :
- Wiley, 2010.
-
Abstract
- The use of stabilized cationic intermediates can be considered as a new frontier in the development of stereoselective reactions. An organocatalytic procedure mediated by the MacMillan imidazolidinone catalyst was coupled with an InBr3-mediated process for the development of a novel stereoselective allylation reaction of aldehydes. Up to 98 % ee and up to 5:1 d.r. were obtained in the process.
- Subjects :
- Allylic rearrangement
Aminocatalysis
Alkylation
Web of science
Activation
chemistry.chemical_element
indium
010402 general chemistry
Benzylation
01 natural sciences
allylic alcohols
Catalysis
Complexes
aldehydes, allylic alcohols, indium, MacMillan catalysts, organocatalysis
aldehydes
Nucleophilic substitution
Combinatorial Chemistry Techniques
Organic chemistry
organocatalysis
3-Dicarbonyl Compounds
010405 organic chemistry
Chemistry
Organic Chemistry
Stereoisomerism
General Chemistry
Spectra
0104 chemical sciences
Allyl Compounds
Alcohols
MacMillan catalysts
Nucleophilic-Substitution
Organocatalysis
Stereoselectivity
Acids
Indium
Subjects
Details
- ISSN :
- 09476539
- Volume :
- 16
- Database :
- OpenAIRE
- Journal :
- Chemistry - A European Journal
- Accession number :
- edsair.doi.dedup.....cc29540a52b0d43f678ce8fd112bc64f
- Full Text :
- https://doi.org/10.1002/chem.201001693