Asymmetric epoxy cyclohexenyl sulfones: Readily accessible progenitors of stereodefined six-carbon arrays

Citation
M. Hentemann et Pl. Fuchs, Asymmetric epoxy cyclohexenyl sulfones: Readily accessible progenitors of stereodefined six-carbon arrays, ORG LETT, 1(3), 1999, pp. 355-357
Citations number
29
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
1
Issue
3
Year of publication
1999
Pages
355 - 357
Database
ISI
SICI code
1523-7060(19990812)1:3<355:AECSRA>2.0.ZU;2-3
Abstract
[GRAPHICS] Enantiopure epoxy vinyl sulfones serve as highly effective substrates for a variety of stereo- and regiospecific oxidation and nucleophilic functional ization reactions. These materials can be easily transformed to cyclic and acyclic six carbon segments. Nucleophilic epoxidation of 3a,b followed by p alladium[0] catalysis enables access to differentially protected arene diol s 21 and 22.