ChemInform Abstract: Annulation of Thioimidates and Vinyl Carbodiimides to Prepare 2-Aminopyrimidines, Competent Nucleophiles for Intramolecular Alkyne Hydroamination. Synthesis of (-)-Crambidine
Memorial Sloan-Kettering Cancer Center, 1275 York Avenue, New York, New York 10065, USA.Journal of the American Chemical Society (Impact Factor: 12.11). 02/2010; 132(6):1802-3. DOI: 10.1021/ja910831k
A convergent synthesis of (-)-crambidine is reported. The sequence capitalizes on two novel key transformations, including a [4+2] annulation of thioimidates with vinyl carbodiimides and an alkyne hydroamination employing 2-aminopyrimidine nucleophiles.