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Enantioselective Syntheses of (+)-Sertraline and (+)-Indatraline Using Lithiation/Borylation–Protodeboronation Methodology
- Source :
- Organic Letters. 13:5740-5743
- Publication Year :
- 2011
- Publisher :
- American Chemical Society (ACS), 2011.
-
Abstract
- The lithiation/borylation-protodeboronation of a homoallyl carbamate was applied to the synthesis of (+)-sertraline and (+)-indatraline. Due to the presence of the alkene, significant modifications of the methodology were required (use of 12-crown-4, TMSCl, H(2)O), or a solvent switch to CHCl(3), to achieve high yields and high selectivities.
- Subjects :
- Lithium
010402 general chemistry
01 natural sciences
Biochemistry
Borylation
Methylamines
Electrophilic substitution
Sertraline
medicine
Organic chemistry
Physical and Theoretical Chemistry
Boron
chemistry.chemical_classification
Molecular Structure
010405 organic chemistry
Chemistry
Alkene
Organic Chemistry
Enantioselective synthesis
Stereoisomerism
0104 chemical sciences
Solvent
Indatraline
Indans
Protons
medicine.drug
Subjects
Details
- ISSN :
- 15237052 and 15237060
- Volume :
- 13
- Database :
- OpenAIRE
- Journal :
- Organic Letters
- Accession number :
- edsair.doi.dedup.....763de33ac475f916b5e3e0050e42a240