Chiral Brønsted acid-catalyzed direct asymmetric Mannich reaction.

作者： Qi-Xiang Guo , Hua Liu , Chang Guo , Shi-Wei Luo , Yi Gu

关键词: Brønsted–Lowry acid–base theory 、 Diastereomer 、 Chemistry 、 Molecule 、 Catalysis 、 Stereoisomerism 、 Aldimine 、 Mannich reaction 、 Organic chemistry 、 Phosphoric acid

摘要: A chiral Bronsted acid-catalyzed direct asymmetric Mannich reaction has been described. Various phosphoric acids, prepared from BINOL and H8-BINOL derivatives, have evaluated for catalyzing the reaction. In presence of a truly catalytic amount acid, anti-selective reactions cyclic ketones with wide scope aldimines were obtained in high yields excellent enantioselectivities (up to 98% ee) diastereomeric ratios 98/2 dr). one-pot using aromatic as donors proceeded smoothly give β-amino carbonyls fairly good enantioselectivities.