✦ LIBER ✦
General approach to the synthesis of polyquinanes. Preparation of trans, Trans-4,8-diacetoxy-tetracyclo[9.3.0.0.1.5.07,11]Tetradeca-6-one via the aldol approach.
✍ Scribed by M Venkatachalam; S Wehrli; G Kubiak; J.M Cook; U Weiss
- Publisher
- Elsevier Science
- Year
- 1986
- Tongue
- French
- Weight
- 280 KB
- Volume
- 27
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
✦ Synopsis
The synthesis of polyquinane 2 is described. The key steps were the Wolff-Kishner reduction of & to provide m, and the acetic, sulfuric acid-mediated aldol cyclization to convert the bisacetal 11 into the target 2. Olefin isomerization during the Wolff-Kishner reduction was overcome by addition of Ag2C03.