Untersuchungen zur Totalsynthese der Saponaceolide: Synthese voncis-2,4-disubstituierten 3,3-Dimethylmethylencyclohexanen
作者： Barry M. Trost , James R. Corte , Mark S. Gudiksen
DOI: 10.1002/(SICI)1521-3757(19991216)111:24<3945::AID-ANGE3945>3.0.CO;2-V
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摘要: Diastereoselektivitatskontrolle durch Metallkoordination: Bei 3,3-Dimethylmethylencyclohexanen 2 – ein in vielen interessanten Naturstoffen vorkommendes Strukturmotiv lassen sich die thermodynamisch weniger stabilen cis-2,4-disubstituierten Verbindungen eine Cyclisierung herstellen, bei der Konfiguration im Carbopalladierungsschritt festgelegt wird. Sowohl Cycloisomerisierung von 1,7-Eninen 1 als auch intramolekulare Heck-Reaktion des Typs 3 machen das cis-Produkt Hauptprodukt zuganglich.
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