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ChemInform Abstract: New Strategy for the Stereocontrolled Construction of Decalins and Fused Polycycles via a Tandem Diels-Alder Ring-Opening Sequence.

✍ Scribed by M. LAUTENS; E. FILLION

Publisher: John Wiley and Sons
Year: 2010
Weight: 34 KB
Volume: 28
Category: Article
ISSN: 0931-7597
DOI: 10.1002/chin.199717033

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✦ Synopsis

The substituted dioxacyclic compounds (III) and (XI) are synthesized via the inter-and intramolecular "pincer" Diels-Alder reaction. The first ring-opening reaction of these compounds is significantly faster than the second. Treatment of tetracycle (IV) with BuLi at higher temperatures provides the bisopened product (IX). The reactivity of dioxapentacyclic compound (XI) in ring-opening reactions is also investigated. -(LAUTENS, M.; FILLION, E.;

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