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Nucleophilic substitution of ∝-allenic alcohols via the murahashi method: 1,3-dienes synthesis.

✍ Scribed by Changlie Fan; Bernard Cazes

Publisher
Elsevier Science
Year
1988
Tongue
French
Weight
231 KB
Volume
29
Category
Article
ISSN
0040-4039

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✦ Synopsis

Smmary : The alkylaticn of M-allenic alcohols 1 by the Murahashi procedure leads to 1,3-dienes 4 . This process allows the direct nucleophilic substitution of labile or hindered 04 -allenic alcohols by organolithiun reagents.

Conjugated dienes are one of the most studied polyunsaturated canpounds because of their large occurrence in nature (terpeno'ids, insect pheromones, leckotrienes, . . .) and their useful

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✍ Árpád Balázs; Zsolt Szakonyi; Ferenc Fülöp 📂 Article 📅 2007 🏛 Journal of Heterocyclic Chemistry 🌐 English ⚖ 286 KB

## Abstract magnified image Alicyclic __N__‐substituted 1,3‐amino alcohols **13‐18** were prepared in a facile way in a one‐pot procedure from 1,3‐oxazines **5‐8** in the presence of a ketone **9‐12**. The complex reaction involves palladium‐catalyzed reduction, debenzylation and/or transimination