## Abstract The isolation and synthesis of (__cis__‐6‐methyltetrahydropyran‐2‐yl)acetic acid (**1a**), a novel compound from civet (__Viverra civetta__), are reported.
A Short Synthesis of (±)-(cis-6-Methyltetrahydropyran-2-yl)Acetic Acid, a Constituent of Civet
✍ Scribed by Cornelius Nussbaumer; Georg Fráter
- Publisher
- John Wiley and Sons
- Year
- 1987
- Tongue
- German
- Weight
- 386 KB
- Volume
- 70
- Category
- Article
- ISSN
- 0018-019X
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✦ Synopsis
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.
📜 SIMILAR VOLUMES
## Abstract The absolute configuration of the title compound, a minor constituent of civet, is shown to be __S__,__S__.
## Abstract The Li/K‐derivative **6** is used to synthesize the title compounds (**3a** and **4a**) in enantiomerically pure form from (−)‐(__S__)‐propylene epoxide. The C,C bond forming key step leading to the hydroxyketone 7 is followed by cyclization (→, **8**), Beckmann cleavage (→ **9b**) and