A new class of metal-free catalysts for direct diastereo- and regioselective Mannich reactions in aqueous media

• Published in: Tetrahedron letters Vol. 45; no. 48; pp. 8949 - 8952
• Main Authors: Wu, Yin-Su, Cai, Jiwen, Hu, Zhi-Ya, Lin, Guang-Xin
• Format: Journal Article
• Language: English
• Published: OXFORD Elsevier Ltd 22.11.2004; Elsevier
• Subjects: Aqueous media; Camphor sulfonic acid; Chemistry; Chemistry, Organic; Direct Mannich reaction; Metal-free catalyst; Physical Sciences; Science & Technology; Sulfonated amino acid; Metal-free catalyst; Aqueous media; Sulfonated amino acid; Camphor sulfonic acid; Direct Mannich reaction; aqueous media; metal-free catalyst; camphor sulfonic acid; direct Mannich reaction; sulfonated amino acid
• ISSN: 0040-4039; 1873-3581
• DOI: 10.1016/j.tetlet.2004.09.174

Camphor sulfonic acid and three sulfonated amino acids shows to efficiently catalyze direct Mannich reactions of benzaldehyde, aniline and various ketones in aqueous media, with high diastereo- or regioselectivities. Camphor sulfonic acid is an efficient catalyst for Mannich reactions of benzaldehyde, aniline and various ketones in aqueous media, with diastereo- or regioselectivities. Meanwhile, three sulfonated amino acids can catalyze the same type of reactions effectively with high diastereo- or regioselectivities.