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A novel, stereospecific total synthesis of (±)-Δ9(12)-capnellene from p-cresol

✍ Scribed by Vishwakarma Singh; S. Prathap; M. Porinchu


Publisher
Elsevier Science
Year
1997
Tongue
French
Weight
207 KB
Volume
38
Category
Article
ISSN
0040-4039

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✦ Synopsis


A novel, efficient and stefeosp~ific synthesis of(_+) capnellene fi'om p-ca-esol is reported.


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ChemInform Abstract: A Novel, Stereospec
✍ V. SINGH; S. PRATHAP; M. PORINCHU 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 32 KB 👁 1 views

A Novel, Stereospecific Total Synthesis of (±)-δ9(12)-Capnellene from p-Cresol. -The novel synthesis of racemic capnellene (VI) is based on an inverse electron demand Diels-Alder reaction of a cyclohexadienone derived from (I) with cyclopentadiene (II) and an oxa-di-π-methane rearrangement of (IV).

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✍ Joan Huguet; Martin Karpf; André S. Dreiding 📂 Article 📅 1982 🏛 John Wiley and Sons 🌐 German ⚖ 576 KB

## Abstract The synthesis of the (±)‐form of the marine sesquiterpene (–)‐Δ^9(12)^‐capnellene (**1**) by double application of the __a__‐alkynone cyclization is described. Starting with 2, 2, 5‐trim ethylcyclopentanone (**2**), the elaboration of the tricyclo [6.3.0.0^2,6^]undecane C‐skeleton of **