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Synthesis of β-Amino Ketones by Addition of Aryl Methyl Ketones to Sulfinimines: Application to the Total Synthesis of HPA-12, Norsedamine, and Sedamine
- Source :
- The Journal of organic chemistry. 82(24)
- Publication Year :
- 2017
-
Abstract
- Synthesis of β-sulfinamido ketones was accomplished by the addition of silyl enol ethers derived from arylmethyl ketones to chiral sulfinimines in excellent yield and selectivity. Application of the formed β-amino substituted ketones is exemplified in the total synthesis of sphingolipid HPA-12 and the sedamine alkaloids.
- Subjects :
- Silylation
Molecular Structure
010405 organic chemistry
Aryl
Organic Chemistry
Sulfonium Compounds
Total synthesis
Ketones
010402 general chemistry
01 natural sciences
Enol
Amides
0104 chemical sciences
chemistry.chemical_compound
Alkaloids
chemistry
Piperidines
Yield (chemistry)
Molecule
Organic chemistry
Imines
Selectivity
Subjects
Details
- ISSN :
- 15206904
- Volume :
- 82
- Issue :
- 24
- Database :
- OpenAIRE
- Journal :
- The Journal of organic chemistry
- Accession number :
- edsair.doi.dedup.....a60b11fa4dbbc6427d9bb136d83eda91