491572-06-6Relevant academic research and scientific papers
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 (2002)
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.
