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Merck

An efficient and general approach to beta-functionalized ketones.

Organic letters (2007-03-06)
Jingliang Jiao, Larry X Nguyen, Dennis R Patterson, Robert A Flowers
ABSTRACT

[structure: see text]. 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 beta-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.

MATERIALI
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Sigma-Aldrich
Ammonium cerium(IV) nitrate, ACS reagent, ≥98.5%
Sigma-Aldrich
Ammonium cerium(IV) nitrate, puriss. p.a., ACS reagent, ≥98.5% (RT)
Sigma-Aldrich
Ammonium cerium(IV) nitrate, ≥99.99% trace metals basis