Ooi Takashi, Maruoka Keiji
Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo, Kyoto 606-8502, Japan.
Angew Chem Int Ed Engl. 2007;46(23):4222-66. doi: 10.1002/anie.200601737.
The use of chiral nonracemic onium salts and crown ethers as effective phase-transfer catalysts have been studied intensively primarily for enantioselective carbon-carbon or carbon-heteroatom bond-forming reactions under mild biphasic conditions. An essential issue for optimal asymmetric catalysis is the rational design of catalysts for targeted reaction, which allows generation of a well-defined chiral ion pair that reacts with electrophiles in a highly efficient and stereoselective manner. This concept, together with the synthetic versatility of phase-transfer catalysis, provides a reliable and general strategy for the practical asymmetric synthesis of highly valuable organic compounds.
手性非外消旋鎓盐和冠醚作为有效的相转移催化剂,主要在温和的双相条件下用于对映选择性碳-碳或碳-杂原子成键反应,这方面已得到深入研究。实现最佳不对称催化的一个关键问题是针对目标反应合理设计催化剂,从而生成能以高效且立体选择性的方式与亲电试剂反应的明确手性离子对。这一概念,连同相转移催化的合成多功能性,为高价值有机化合物的实际不对称合成提供了可靠且通用的策略。