Revision of the Structure of Hypatulone A by NMR, Computations, and Biosynthetic Considerations
| Autor: | Robert B. Grossman, Xing-Wei Yang |
|---|---|
| Rok vydání: | 2020 |
| Předmět: |
Biological Products
Magnetic Resonance Spectroscopy 010405 organic chemistry Chemistry Computation Organic Chemistry Molecular Conformation Structure (category theory) Nuclear magnetic resonance spectroscopy Phloroglucinol 010402 general chemistry 01 natural sciences Biochemistry Molecular conformation 0104 chemical sciences Computational chemistry Quantum Theory Physical and Theoretical Chemistry Quantum Hypericum |
| Zdroj: | Organic Letters. 22:760-763 |
| ISSN: | 1523-7052 1523-7060 |
| DOI: | 10.1021/acs.orglett.9b04666 |
| Popis: | Recently, a paper in this journal reported the isolation and structure determination of hypatulone A. Several features of the proposed structure and biosynthesis induced us to reexamine the compound's NMR spectra. Now we propose a revised structure, confirm it with quantum computations, and suggest a reasonable radical-mediated biosynthetic pathway to the revised structure. Our work illustrates how both biosynthetic considerations and quantum computations can complement spectroscopic structure determination. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|