An Efficient and General Approach to β-Functionalized Ketones

Jingliang Jiao, Larry X. Nguyen, Dennis R. Patterson, and Robert A. Flowers II*
Department of Chemistry, Lehigh University, Bethlehem, Pennsylvania 18015
Org. Lett., 2007, 9 (7), pp 1323–1326
DOI: 10.1021/ol070159h
Publication Date (Web): March 3, 2007
Copyright © 2007 American Chemical Society
*

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, rof2@lehigh.edu

Abstract

Abstract Image

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.

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History

  • Published In Issue March 29, 2007
  • Received January 22, 2007

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