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Synthesis of isocaryophyllene by titanium-induced keto ester cyclization.

✍ Scribed by John E. Mc Murry; Dennis D. Miller

Publisher
Elsevier Science
Year
1983
Tongue
French
Weight
187 KB
Volume
24
Category
Article
ISSN
0040-4039

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✦ Synopsis

A total synthesis of d,l isocaryophyllene is reported that employs the titanium-induced cyclization of a keto ester as the key step in forming the cyclononenone ring. The synthesis requires four steps starting from ethyl geranylacetate, and the key cyclization occurs in 38% yield.

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A Facile Total Synthesis of (±)-Acorager
A Facile Total Synthesis of (±)-Acoragermacrone by Titanium-Induced Keto Ester Cyclization
✍ Weidong Li; Ying Li; Yulin Li 📂 Article 📅 2010 🏛 Wiley (John Wiley & Sons) ⚖ 143 KB

## Abstract (±)‐Acoragermacrone, a natural occurring germacrane‐type sesquiterpenoid, was synthesized from geranyl acetate via eight steps by employing titanium‐induced intramolecular keto α,β‐unsaturated ester coupling as key step.