A conformational study of sericenine, a ten-membered ring furanosesquiterpene, and its derivatives

✍ Scribed by Kazuo Tori; Isao Horibe; Hitoshi Minato; Ken'ichi Takeda

• Book ID: 104248309
• Publisher: Elsevier Science
• Year: 1971
• Tongue: French
• Weight: 189 KB
• Volume: 12
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)97440-4

✦ Synopsis

In our previous PMR spectral studies of ten-membered ring sesquiterpenes, the conformations of lindemlactone (I) (l), its related dimethoxy compound (II) (l), isabelin (III) (2), and laurenobiolide (IV) (3), in which both double bonds of their ten-membered rings have the trans configuration, were revealed by the use of intmmolecular nuclear Overhauser effects (NOE) (4). Varioble-tempemture PMR studies demonstrated that compounds (I) and (II) each exist in solution OS one rigid conformer in which no inversion of the ten-membered ring occurs at temperatures up to about lOO'C, whereas compounds (III) and (IV) exist OS two PMR-distinguishable