Transannulare Wechselwirkung der funktionellen Gruppen in Tetracyclo[6.3.0.04,11.05,9]undec-6-en-2-on. — Abnormaler Verlauf einer Ketalisierungsreaktion

✍ Scribed by Ipaktschi, Junes ;Sang, Bernd

• Publisher: John Wiley and Sons
• Year: 1992
• Tongue: English
• Weight: 366 KB
• Volume: 1992
• Category: Article
• ISSN: 0947-3440
• DOI: 10.1002/jlac.1992199201169

✦ Synopsis

Transannular Interaction of Functional Groups in Tetracyclo[6.3.0.0^4,11^.0^5,9^]undec‐6‐en‐2‐one. — Unexpected Course of a Ketalization Reaction

The reaction of polycyclic enones 1 with ethylene glycol yielded beside the ketal 2 as main product unexpectedly the cyclic polyether 3. The structure of 3 was established by spectroscopic analysis and independent synthesis starting from 10a and 12a. The analogous synthesis of polyether 17 is described.