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Enantiopure C 1 -Cyclotriveratrylene with a Reversed Spatial Arrangement of the Substituents
- Source :
- Organic Letters, Organic Letters, American Chemical Society, 2019, 21 (1), pp.160-165. ⟨10.1021/acs.orglett.8b03621⟩, Organic Letters, 2019, 21 (1), pp.160-165. ⟨10.1021/acs.orglett.8b03621⟩
- Publication Year :
- 2019
- Publisher :
- HAL CCSD, 2019.
-
Abstract
- International audience; Cyclotriveratrylene (CTV) is a macrocyclic cyclophane presenting a bowl-shaped conformation, used as building block to construct cryptophane and hemi-cryptophane capsules. A method to synthesize new enantiopure CTV derivatives with an unprecedented spatial arrangement of their substituents, exhibiting C 1 symmetry, is described. The absolute configuration was assigned by ECD spectroscopy coupled with modeling. A statistical model has allowed for optimization of the proportion of C 1 CTV, and the modularity of this approach is also highlighted.
- Subjects :
- 010405 organic chemistry
Stereochemistry
[CHIM.ORGA]Chemical Sciences/Organic chemistry
Organic Chemistry
Absolute configuration
Cyclotriveratrylene
010402 general chemistry
Biochemistry
Physical and Theoretical Chemistry
01 natural sciences
Cryptophane
0104 chemical sciences
chemistry.chemical_compound
Enantiopure drug
chemistry
[CHIM]Chemical Sciences
ComputingMilieux_MISCELLANEOUS
Cyclophane
Subjects
Details
- Language :
- English
- ISSN :
- 15237060 and 15237052
- Database :
- OpenAIRE
- Journal :
- Organic Letters, Organic Letters, American Chemical Society, 2019, 21 (1), pp.160-165. ⟨10.1021/acs.orglett.8b03621⟩, Organic Letters, 2019, 21 (1), pp.160-165. ⟨10.1021/acs.orglett.8b03621⟩
- Accession number :
- edsair.doi.dedup.....302ebc1285a352976803cde3d0c1bddf
- Full Text :
- https://doi.org/10.1021/acs.orglett.8b03621⟩