Highly Enantioselective Synthesis of Chiral Thiourea Derivatives via a Three-Component Mannich Reaction
Zhe Li1, Lingkai Kong1, Qiuhan Li1
1College of Chemistry, Jilin University, 2699 Qianjin Street, Changchun130012, People's Republic of China.
Abstract:
A three-component asymmetric Mannich reaction of cyclic 1,3-diketones, aromatic aldehydes, and substituted thioureas catalyzed by 3,3'-di(2-naphthyl)-substituted H8-IDPA is herein reported, which realizes for the first time the asymmetric synthesis of chiral thiourea derivatives. This catalytic system furnishes structurally diverse chiral thioureas in high yields (up to 99%) with excellent enantioselectivity (up to 99% ee), and the broad substrate scope offers an efficient and practical approach to access stereodefined chiral thiourea derivatives.
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