1026308-88-2Relevant articles and documents
The Synthesis of Ketone-Derived Enamides by Elimination of HCN from Cyanoamides
Coussanes, Guilhem,Gaus, Katharina,O'Sullivan, Anthony C.
, p. 4176 - 4188 (2016/08/26)
Treatment of easily available ketone-derived cyanoamides with NaOtBu leads to enamides in a simple, scalable, and inexpensive one-step operation in good yield. Enamides not stabilized by conjugation or by inclusion in a ring can also be prepared. An E1cB mechanism consistent with all results and observations, is proposed. The Z geometry of the product enamide is highly favoured, and the regioselectivity can be directed by one′s choice of protecting group.