491572-04-4Relevant articles and documents
An effective synthesis of α-cyanoenamines by Peterson olefination
Adam, Waldemar,Ortega-Schulte, Claudio M.
, p. 414 - 416 (2007/10/03)
A convenient and gentle method for the synthesis of α-cyanoenamines based on the Peterson olefination has been developed. For these sensitive, highly functionalized olefins, the present method is superior to the Horner-Emmons condensation, as manifested by the higher yields and broader scope.
Regioselective preparation of 2-substituted 3,4-diaryl pyrroles: A concise total synthesis of ningalin B
Bullington, James L.,Wolff, Russell R.,Jackson, Paul F.
, p. 9439 - 9442 (2007/10/03)
Methylisocyanoacetate undergoes a 2 + 3 cycloaddition with α,β-unsaturated nitriles to provide a regioselective synthesis of 2-substituted 3,4-diaryl pyrroles. The ease of preparation of α,β-unsaturated nitriles allows the rapid synthesis of pyrroles with varied substituents. Using this method, a key intermediate (1) for the synthesis of the marine natural products lukianol A, lamellarin O, and lamellarin Q was prepared in two steps. A total synthesis of ningalin B (11) was also accomplished utilizing this methodology.