✦ LIBER ✦

Intramolecular Lewis-acid promoted (2+2) cycloadditions: An efficient total synthesis of (±)-coronafacic acid via an internal Diels-Alder reaction.

✍ Scribed by Michael E. Jung; Kim M. Halweg

Book ID: 104241733
Publisher: Elsevier Science
Year: 1981
Tongue: French
Weight: 232 KB
Volume: 22
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)90538-6

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✦ Synopsis

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 coronafacic acid in 7% overall yield.

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