Gold(I)-Catalyzed Intermolecular Cycloaddition of Allenamides with α,β-Unsaturated Hydrazones: Efficient Access to Highly Substituted Cyclobutanes

• DOI: 10.1021/ol503121q
• Publication Date: 2014-11-19T15:40:29Z
• Authors: Paloma Bernal-Albert; Hélio Faustino; Ana Gimeno; Gregorio Asensio; José L. Mascareñas; Fernando López
• Keywords: Cyclobutanes; Moiety; Hydrazone

α,β-Unsaturated N,N-dialkyl hydrazones undergo a mild [2 + 2] cycloaddition to allenamides when treated with suitable gold catalyst. The method, which represents the first application of in catalysis, is compatible wide variety substituents at alkenyl moiety hydrazone component, proceeds excellent levels regio- and diastereoselectivity, provides densely substituted cyclobutanes good yields.