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Synthesis of (.+-.)-coronafacic acid. Efficient intramolecular Diels-Alder reaction of latent diene-dienophile functionality via thermal reaction

✍ Scribed by Ichihara, Akitami; Kimura, Ryoji; Yamada, Seiichiro; Sakamura, Sadao


Book ID
121371370
Publisher
American Chemical Society
Year
1980
Tongue
English
Weight
400 KB
Volume
102
Category
Article
ISSN
0002-7863

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Intramolecular Lewis-acid promoted (2+2)
✍ Michael E. Jung; Kim M. Halweg 📂 Article 📅 1981 🏛 Elsevier Science 🌐 French ⚖ 232 KB

INTRAMOLECULAR LEWIS-ACID PROMOTED (2+2) CYCLOADDITIONS: AN EFFICIENT TOTAL SYNTHESIS OF (+)-CORONAFACIC ACID VIA AN INTERNAL DIELS-ALDER REACTION.' Internal (2+2) cycloaddition of the ester 1 gave the cyclobutene 8 in fair yield; cyclization of the readily derived trienone i and hydrolysis produced