✦ LIBER ✦
Biologically Active Metabolites from Fungi, 10. Generation of the Palmarumycin Spiroacetal Framework by Oxidative Cyclization of an Open Chain Metabolite fromConiothyrium palmarum
✍ Scribed by Krohn, Karsten ;Beckmann, Karsten ;Aust, Hans-Jürgen ;Draeger, Siegfried ;Schulz, Barbara ;Busemann, Stefan ;Bringmann, Gerhard
- Publisher
- John Wiley and Sons
- Year
- 1997
- Tongue
- English
- Weight
- 367 KB
- Volume
- 1997
- Category
- Article
- ISSN
- 0947-3440
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✦ Synopsis
Abstract
The first “open chain” representative of the palmarumycins, the biaryl ether 1, was isolated from Coniothyrium palmarum. Phenol oxidation of 1 with silver oxide as a model for a biosynthetic step yielded 4 with the usual spiroacetal structure of the palmarumycins. The absolute (S)‐configuration of 4 (and thus of 1) was determined by quantumchemical CD calculations.