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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 25, 1995 - Issue 14
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Original Articles

Cerium(III) Amide Enolate. Addition of Propionamide to Conjugated Enones

Xiao Shang Department of Chemistry, University of Alberta, Edmonton, Alberta, T6G 2G2, Canada
&
Hsing-Jang Liu Department of Chemistry, University of Alberta, Edmonton, Alberta, T6G 2G2, Canada
Pages 2155-2159 | Received 01 Dec 1994, Published online: 23 Sep 2006
 
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Abstract

The cerium(III) enolate of propionamide 1 was found to undergo preferential 1,2-addition with most of the sterically hindered conjugated enones studied. The effects of HMPA and 12-crown-4 on the regioselectivity were also investigated.

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