研究领域
Cyclic Allylsilanes in Organic Synthesis:
Goal–finding new lead compounds for drug discovery.
This research investigates the reactions of α-oxo cyclic allylsilanes (α-functionalized, and cyclic allylsilanes), with several electrophiles, with a view to generating highly functionalized compounds, which could function as advanced synthetic intermediates for application toward natural products synthesis. We aim to use the methodology developed in this study to construct and functionalize the sesquiterpene core found in dihydro-β-agarofuran sesquiterpenes, a class of bioactive secondary metabolites isolated from Celastraceae. In addition, functional group transformations in these compounds may open more doors to their utilities.
[1,4]-Wittig Rearrangement of α-silyl ethers in organic synthesis:
The [1,4]-Wittig rearrangement of α-alkoxysilanes affords acylsilanes via an enolate intermediate. The intermediacy of an enolate offers an attractive access to a variety of novel acylsilanes, by trapping the enolate with suitable electrophiles. We are particularly interested in the transformations of resulting acylsilanes that would lead to heterocylic compounds.
近期论文
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1. “Studies on the deprotonation and subsequent [1,4]-Wittig rearrangement of α-benzyloxy-
allylsilanes.” Onyeozili, E. N.; Maleczka, R. E. Jr. Tetrahedron Lett. 2006, 47, 6565-6568.
2. “ [1,4]-Wittig Rearrangement of α-Alkoxysilanes, a Route to α-Substituted Acylsilanes.”
Onyeozili, E. N.; Maleczka, R. E., Jr. Chem. Commun. 2006, 23, 2466-2468.
3. “(R)-(-)-2,2-Diphenylcyclopentanol” Onyeozili, E. N.; Maleczka, R. E., Jr. In eEROS-
Electronic Encyclopedia of Reagents for Organic Synthesis; Paquette, L. A.; Crich,
D.; Fuchs, P. L.; Wipf, P., Eds.; Wiley: New Youk 2003.