✦ LIBER ✦
Influence of conformational factors on acid-catalyzed cyclizations of germacranolides: Molecular structure of the cyclization products of gallicin and 8α-hydroxygallicin (shonachalin a)
✍ Scribed by Marco, J. Alberto ;Sanz-Cervera, Juan F. ;García-Lliso, Vicente ;Domingo, Luis R. ;Carda, Miguel ;Rodríguez, Santiago ;López-Ortiz, Fernando ;Lex, Johann
- Publisher
- John Wiley and Sons
- Year
- 1995
- Tongue
- English
- Weight
- 485 KB
- Volume
- 1995
- Category
- Article
- ISSN
- 0947-3440
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✦ Synopsis
Abstract
Acid‐catalyzed cyclization of the natural germacranolide gallicin (8) yielded, among other products, the 1,4‐epoxyeudes‐manolide 9, which has a trans‐fused decaline system. Under the same conditions the closely related germacranolide shonachalin A (8α‐hydroxygallicin) (3) cyclized to the eudesmanolide 4 with a cis fused decaline system. The structures of these cyclization products were secured by means of chemical correlations and X‐ray diffraction analyses.