Method for synthesizing chiral cyclic ether using hydroxy ketone, chiral cyclic ether and application thereof
The asymmetric hydrogenation method using Ir/N-Me Zhaophos catalyst solves the problems of low synthesis efficiency and racemization of chiral cyclic ethers in traditional methods, achieving efficient and green synthesis of chiral cyclic ethers with broad prospects for pharmaceutical applications.
Patent Information
- Application Number
- CN202411487157.1
- Authority / Receiving Office
- CN · China
- Patent Type
- Patents(China)
- Current Assignee / Owner
- Filing Date
- 2024-10-23
- Publication Date
- 2025-12-09
- Estimated Expiration
- 2044-10-23
AI Technical Summary
Existing technologies make it difficult to efficiently synthesize aliphatic substituted chiral cyclic ethers via asymmetric hydrogenation. Furthermore, the cyclic ethers produced by traditional methods are racemic or substrate-controlled, and the stoichiometric reducing agents do not conform to the principles of green chemistry.
A chiral cyclic ether was synthesized by asymmetric hydrogenation of hydroxy ketones with hydrogen in the presence of an Ir/N-Me Zhaophos catalyst. The catalyst was complexed with the transition metal precursor [Ir(COD)Cl]2 and the N-Me Zhaophos ligand, with tris(pentafluorophenylborane) as an acid additive, ethylene glycol dimethyl ether as a solvent, and hydrogen as a hydrogen source, achieving highly efficient asymmetric catalysis.
The synthesis of chiral cyclic ethers exhibits high optical purity and enantioselectivity. The products can serve as intermediates for a variety of drug molecules. The reaction system is simple and conforms to the principles of green chemistry.