The Stereoselective Reductions of Ketones to the Most Thermodynamically Stable Alcohols Using Lithium and Hydrated Salts of Common Transition Metals
Nicole Kennedy* and Theodore Cohen*
*Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, United States, Email: nmk28pitt.edu, cohenpitt.edu
N. Kennedy, T. Cohen, J. Org. Chem., 2015, 80, 8134-8141.
DOI: 10.1021/acs.joc.5b01232 (free Supporting Information)
For highly stereoselective reductions of a large number of five- and six-membered cyclic ketones to the most thermodynamically stable alcohols, ketones are treated with lithium dispersion and either FeCl2·4H2O or CuCl2·2H2O in THF at room temperature. This protocol is more convenient and efficient than those commonly reported for similar reductions.
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