Regio- and Enantioselective Epoxidation of Dienes by a Chiral Dioxirane: Synthesis of Optically Active Vinyl cis-Epoxides

Regio- and Enantioselective Epoxidation of Dienes by a Chiral Dioxirane: Synthesis of Optically Active Vinyl cis-Epoxides

Putting the O into olefins: A highly regio‐ and enantioselective epoxidation of conjugated dienes was developed using glucose‐derived ketone 1 as catalyst and oxone (KHSO5) as oxidant to form vinyl cis‐epoxides (see scheme).

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Bibliographische Detailangaben
Veröffentlicht in:Angewandte Chemie International Edition 2006-07, Vol.45 (27), p.4475-4478
Hauptverfasser: Burke, Christopher P., Shi, Yian
Format: Artikel
Sprache:eng
Schlagworte:
Alkadienes - chemistry
asymmetric synthesis
dienes
epoxidation
Epoxy Compounds - chemical synthesis
Epoxy Compounds - chemistry
Ketones - chemistry
Magnetic Resonance Spectroscopy
Molecular Structure
Stereoisomerism
synthetic methods
Vinyl Compounds - chemical synthesis
Vinyl Compounds - chemistry
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Beschreibung
Zusammenfassung:Putting the O into olefins: A highly regio‐ and enantioselective epoxidation of conjugated dienes was developed using glucose‐derived ketone 1 as catalyst and oxone (KHSO5) as oxidant to form vinyl cis‐epoxides (see scheme).
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200600840