## Abstract The absolute configuration of the title compound, a minor constituent of civet, is shown to be __S__,__S__.
(cis-6-Methyltetrahydropyran-2-yl)acetic Acid, a Novel Compound from Civet (Viverra civetta)
β Scribed by Bruno Maurer; Alfred Grieder; Walter Thommen
- Publisher
- John Wiley and Sons
- Year
- 1979
- Tongue
- German
- Weight
- 294 KB
- Volume
- 62
- Category
- Article
- ISSN
- 0018-019X
No coin nor oath required. For personal study only.
β¦ Synopsis
Abstract
The isolation and synthesis of (cisβ6βmethyltetrahydropyranβ2βyl)acetic acid (1a), a novel compound from civet (Viverra civetta), are reported.
π SIMILAR VOLUMES
Similar cyclizations to tetrahydropyrans are known [lo] to occur when 4-methyl-4-pentcn-2-01 Is condensed with aldehydes under acidic conditions (Kriewitz-Prim reaction [l I]). A /I-alkenyloxyacrylate cyclization has already found use in a stereoselective synthesis of (i)-cis-a-irone [ 161.
## Abstract The Li/Kβderivative **6** is used to synthesize the title compounds (**3a** and **4a**) in enantiomerically pure form from (β)β(__S__)βpropylene epoxide. The C,C bond forming key step leading to the hydroxyketone 7 is followed by cyclization (β, **8**), Beckmann cleavage (β **9b**) and