An Efficient and General Approach to β-Functionalized Ketones

An Efficient and General Approach to β-Functionalized Ketones

The oxidation of selected anions (N3 -, SCN-, I-, and Br-) by ceric ammonium nitrate (CAN) in the presence of substituted cyclopropyl alcohols provides a novel approach to β-functionalized ketones. The protocol has a number of advantages including short reaction times, ease of reagent handling, and...

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Veröffentlicht in:Organic letters 2007-03, Vol.9 (7), p.1323-1326
Hauptverfasser: Jiao, Jingliang, Nguyen, Larry X, Patterson, Dennis R, Flowers, Robert A
Format: Artikel
Sprache:eng
Schlagworte:
Anions - chemistry
Cerium - chemistry
Cyclopropanes - chemistry
Ketones - chemical synthesis
Ketones - chemistry
Molecular Structure
Oxidation-Reduction
Propanols - chemistry
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Zusammenfassung:The oxidation of selected anions (N3 -, SCN-, I-, and Br-) by ceric ammonium nitrate (CAN) in the presence of substituted cyclopropyl alcohols provides a novel approach to β-functionalized ketones. The protocol has a number of advantages including short reaction times, ease of reagent handling, and mild, neutral reaction conditions. Overall, this method provides an alternative pathway to important starting materials and intermediates in organic synthesis.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol070159h