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Expedient Stereoselective Synthesis of Coronafacic Acid Through Intramolecular Diels−Alder Cyclization

✍ Scribed by Moreau, Benoît; Ginisty, Maryon; Alberico, Dino; Charette, André B.


Book ID
126812647
Publisher
American Chemical Society
Year
2007
Tongue
English
Weight
141 KB
Volume
72
Category
Article
ISSN
0022-3263

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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