Back to Search
Start Over
Titanium-catalyzed stereoselective synthesis of spirooxindole oxazolines
- Source :
- Organic letters. 13(3)
- Publication Year :
- 2010
-
Abstract
- A regio- and stereoselective cyclization between isatins and 5-methoxyoxazoles has been developed using catalytic titanium(IV) chloride (10 or 20 mol %) to afford spiro[3,3'-oxindoleoxazolines] in excellent yield (up to 99%) and diastereoselectivity (dr >99:1). Substitution at the 4-position of the oxazole controls nucleophilic attack to provide either the 2-oxazoline or 3-oxazoline spirocycle with excellent (>99:1) regiocontrol.
- Subjects :
- Isatin
Indoles
chemistry.chemical_element
Stereoisomerism
Biochemistry
Chloride
Catalysis
chemistry.chemical_compound
Nucleophile
medicine
Organic chemistry
Combinatorial Chemistry Techniques
Spiro Compounds
Physical and Theoretical Chemistry
Oxazoles
Oxazole
Titanium
Molecular Structure
Chemistry
Organic Chemistry
Cyclization
Yield (chemistry)
Stereoselectivity
medicine.drug
Subjects
Details
- ISSN :
- 15237052
- Volume :
- 13
- Issue :
- 3
- Database :
- OpenAIRE
- Journal :
- Organic letters
- Accession number :
- edsair.doi.dedup.....7ec9993278a4c4e217c9dcda7a7e6067