✦ LIBER ✦
Applications Synthétiques de la Cyclisation d′Alcools Tertiaires γ-Éthyléniques en α-Bromotétrahydrofurannes sous l'action du N-Bromosuccinimide. III. Synthèse du Triméthyl-2,6,10-hydroxy-10-dodécatriène-2,6,11-al (trans/trans et trans/cis), Hydroxy-Aldéhyde apparenté aux Sinensals
✍ Scribed by Edouard Demole; Paul Enggist
- Publisher
- John Wiley and Sons
- Year
- 1973
- Tongue
- German
- Weight
- 284 KB
- Volume
- 56
- Category
- Article
- ISSN
- 0018-019X
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✦ Synopsis
Abstract
The reaction of 1‐formyl‐ethylidene‐triphenylphosphorane with trans‐ and cis‐4,8‐dimethyl‐8‐hydroxy‐deca‐4,9‐dienal (7) obtained from (±)‐nerolidol through a novel bromination/oxidation/debromination sequence, afforded 2,6,10‐trimethyl‐10‐hydroxy‐dodeca‐2,6‐11‐trienal 6 (trans‐2/trans‐6) and 10 (trans‐2/cis‐6), respectively. These hydroxyaldehydes closely related to the natural α‐ and β‐sinensals display a powerful, flower‐like odour.