This title appears in the Scientific Report :
2018
Please use the identifier:
http://dx.doi.org/10.1039/C8OB02113A in citations.
First enantioselective total synthesis of altersolanol A
First enantioselective total synthesis of altersolanol A
The first enantioselective total synthesis of altersolanol A, a secondary metabolite from the endophytic fungi Stemphylium globuliferum and Alternaria solani, is described. The key step towards the tetrahydroanthraquinone core was an asymmetric Diels–Alder (D–A) cycloaddition promoted by (R)-3,3′-di...
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Personal Name(s): | Mechsner, Bastian |
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Henssen, Birgit / Pietruszka, Jörg (Corresponding author) | |
Contributing Institute: |
Institut für Bioorganische Chemie (HHUD); IBOC Biotechnologie; IBG-1 |
Published in: | Organic & biomolecular chemistry, 16 (2018) 41, S. 7674-7681 |
Imprint: |
Cambridge
Royal Society of Chemistry
2018
|
PubMed ID: |
30283967 |
DOI: |
10.1039/C8OB02113A |
Document Type: |
Journal Article |
Research Program: |
Innovative Synergisms |
Publikationsportal JuSER |
The first enantioselective total synthesis of altersolanol A, a secondary metabolite from the endophytic fungi Stemphylium globuliferum and Alternaria solani, is described. The key step towards the tetrahydroanthraquinone core was an asymmetric Diels–Alder (D–A) cycloaddition promoted by (R)-3,3′-diphenyl-BINOL/boron Lewis acid with good to excellent yields and excellent diastereo- and enantioselectivity (>95 : 5 dr and 98 : 2 er). |