Chiral Counteranion Synergistic Organocatalysis under High Temperature: Efficient Construction of Optically Pure Spiro[cyclohexanone-oxindole] Backbone

作者：Yu‐Bao Lan, Hua Zhao, Zhaomin Liu, Guo‐Gui Liu, Jing‐Chao Tao, Xing‐Wang Wang · 发表于：Organic Letters · 年份：2011 · DOI：10.1021/ol201943g · 被引用次数：153 · 研究领域：Asymmetric Synthesis and Catalysis、Oxidative Organic Chemistry Reactions、Synthetic Organic Chemistry Methods

The combination of a cinchona-based chiral primary amine and a BINOL-phosphoric acid has been demonstrated as a powerful and synergistic catalyst system for the double Michael addition of isatylidene malononitriles with α,β-unsaturated ketones, to provide the novel chiral spiro [cyclohexane-1,3'-indoline]-2',3-diones in high yields (88-99%) with excellent diastereo- and enantioselectivities (94:6-99:1 dr's, 95-99% ee's).