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Synthesis 1986; 1986(3): 184-189
DOI: 10.1055/s-1986-31616
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Chromium (II) Reagents; 1. Reduction of α-Acetylenic Ketones to trans-Enones

Amos B. Smith, Iii* , Patricia A. Levenberg, Joan Z. Suits
  • *Department of Chemistry, The Laboratory for Research on the structure of Matter and The Monell Chemical Senses Center, University of Pennsylvania. Philadelphia. Pennsylvania 19104, U. S. A.
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Publication Date:
20 August 2002 (online)

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The preparation and chromium(II)-induced reduction of twelve α-acetylenic ketones are reported. In general only trans-olefinic products were observed; the yields ranged from 40-84%. A particular advantage of this protocol is its selectivity, thereby permitting use with a wide variety of functionalities.