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. Author manuscript; available in PMC: 2011 Apr 3.
Published in final edited form as: Tetrahedron. 2010 Apr 3;66(14):2582–2588. doi: 10.1016/j.tet.2010.01.093

Scheme 4.

Scheme 4

Reagents and conditions: (a) 1 equiv 15, 10 equiv NaNH2, 75 equiv NHEt2, 25 °C, 24h, 85% (b) 1.0 equiv 16, 2.0 equiv DMF, 1.1 equiv POCl3, 2M NaOH, 8h, 65%; (c) 1.0 equiv aldehyde, 1.1 equiv cyanomethylester, 0.1 equiv piperidine, MeOH, reflux, 50 °C, 8h, 81%