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Addition of Silyl Ketene Acetals to Nitrones Catalyzed by Lanthanide Triflates
- Source :
- Tetrahedron. 56:7193-7197
- Publication Year :
- 2000
- Publisher :
- Elsevier BV, 2000.
-
Abstract
- α-Aryl-N-phenyl nitrones reacted with silyl ketene acetals mediated by lanthanum trifloromethanesulfonate (triflate) to afford the addition product in excellent yield under mild conditions. α-Aryl-N-tert-butyl nitrone reacted with ethyl trimethylsilylacetate to yield the unexpected α,β-unsaturated ester in a 100% E-form. A possible mechanism for the process is discussed.
- Subjects :
- chemistry.chemical_classification
Silylation
Chemistry
Organic Chemistry
Ketene
Biochemistry
Medicinal chemistry
Nitrone
Catalysis
chemistry.chemical_compound
Lanthanide trifluoromethanesulfonates
Yield (chemistry)
Drug Discovery
Organic chemistry
Lewis acids and bases
Trifluoromethanesulfonate
Subjects
Details
- ISSN :
- 00404020
- Volume :
- 56
- Database :
- OpenAIRE
- Journal :
- Tetrahedron
- Accession number :
- edsair.doi...........a37905c6e7e6883e2a2541a4d01c61cd
- Full Text :
- https://doi.org/10.1016/s0040-4020(00)00636-0