Sodium Phenoxide−Phosphine Oxides as Extremely Active Lewis Base Catalysts for the Mukaiyama Aldol Reaction with Ketones
作者:Manabu Hatano、Eri Takagi、Kazuaki Ishihara
DOI:10.1021/ol702052r
日期:2007.10.1
A highly efficient Mukaiyama aldol reaction between ketones and trimethylsilyl enolates catalyzed by sodium phenoxide-phosphine oxides as simple homogeneous Lewis base catalysts (0.5-10 mol %) was developed, which minimized competing retro-aldol reaction. For a variety of aromatic ketones and aldimines, aldol and Mannich-type products with an alpha-quaternary carbon center were obtained in good to
作为简单的均相路易斯碱催化剂(0.5-10 mol%),酚钠氧化膦催化的酮与三甲基甲硅烷基烯醇化物之间的高效Mukaiyama醇醛缩合反应得以开发,这使竞争性逆醛醇缩合反应减至最少。对于各种芳族酮和醛亚胺,以良好或优异的产率获得了具有α-季碳中心的醛醇和曼尼希型产品。用97%的收率(34.8g)建立了具有0.5mol%的催化剂的高达100mmol规模的二苯甲酮和三甲基甲硅烷基烯醇酯。