Indian Institute of Technology Indore, 452017, Indore, MP, India.
Org Biomol Chem. 2013 Nov 7;11(41):7084-7. doi: 10.1039/c3ob41573b.
A simple, mild and robust method for the stereoselective synthesis of (E)-methyl α-(3-formyl-1H-indol-2-yl)-β-aryl/alkyl-substituted acrylates via a condensation reaction of methyl 2-(3-formyl-1H-indol-2-yl)acetate with several alkyl or aryl aldehydes using L-proline (25 mol%) as a catalyst is presented for the first time. In addition, completely metal free based high yielding methods for the syntheses of highly substituted biologically important carbazoles, γ-carbolines and the marine alkaloid prenostodione have been developed through our methodology.
首次提出了一种通过缩合反应,使用 L-脯氨酸(25mol%)作为催化剂,由甲酯 2-(3-甲酰基-1H-吲哚-2-基)乙酸与几种烷基或芳基醛合成(E)-甲基 α-(3-甲酰基-1H-吲哚-2-基)-β-芳基/烷基取代丙烯酸盐的简单、温和、稳健的立体选择性合成方法。此外,还通过我们的方法开发了完全无金属的高产方法,用于合成高度取代的生物重要的咔唑、γ-咔啉和海洋生物碱普雷酮。