𝔖 Bobbio Scriptorium
✦   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

No coin nor oath required. For personal study only.

✦ 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.