Regio and stereoselective hydroxylation of alpha-agarofuran by biotransformation of rhizopus nigricans
- A new synthesis of 9 alpha-hydroxy-alpha-agarofuran (6 alpha) is described, using a microbiological hydroxylation alpha-agarofuran (5) as the key reaction. The stereochemistry of the biohydroxylation was determined on the basis of a NOESY-experiment and GIAO calculations at the B3LYP/cc-pVDZ level. A strong gamma-effect was observed at C15 of the agarofuran ring which was correctly predicted by the GIAO-B3LYP calculations
| Author details: | Julio Alarcon, Joel B. Alderete, Sergio Aguila, Martin G. Peter |
|---|---|
| Publication type: | Article |
| Language: | English |
| Year of first publication: | 2005 |
| Publication year: | 2005 |
| Release date: | 2017/03/24 |
| Source: | Journal of the chilean chemical society. - 50 (2005), 4, S. 715 - 718 |
| Organizational units: | Mathematisch-Naturwissenschaftliche Fakultät / Institut für Chemie |
| Peer review: | Referiert |
