A Michael Alternative to Cyclopentene Annulations
- 1 July 1989
- journal article
- research article
- Published by Taylor & Francis in Synthetic Communications
- Vol. 19 (11) , 1847-1858
- https://doi.org/10.1080/00397918908052574
Abstract
Intramolecular cyclopentene annulations involving carbenoidmediated cyclopropanations (Eq. 1), followed by the nucleophilic ring opening of vinylcyclopropanes have been studied extensively2 and have been applied successfully to the synthesis of triquinane terpenes.3 More recently, intermolecular [2 + 3] annulations of enones (Eq. 2), have also been studied4 and applied in the synthesis of these terpenes.5Keywords
This publication has 4 references indexed in Scilit:
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- Mild method for the reductive desulfurization of .alpha.-phenylthio and .alpha.-phenylsulfinyl carbonyl compoundsThe Journal of Organic Chemistry, 1987
- New vinylcyclopropanation methodology and reagents for potential [2 + 3] cyclopentene, dihydrofuran, and pyrroline annulationsThe Journal of Organic Chemistry, 1986
- Synthesis of (±)-presqualene alcohol, (±)-prephytoene alcohol, and structurally related compoundsJournal of the Chemical Society, Perkin Transactions 1, 1975