Cinchona-based phase-transfer catalysts for asymmetric synthesis

被引:259
作者
Jew, Sang-sup [1 ]
Park, Hyeung-geun [1 ,2 ]
机构
[1] Seoul Natl Univ, Coll Pharm, Seoul 151742, South Korea
[2] Seoul Natl Univ, Pharmaceut Sci Res Inst, Seoul 151742, South Korea
关键词
ALPHA-AMINO-ACIDS; TERT-BUTYL ESTER; HIGHLY ENANTIOSELECTIVE SYNTHESIS; QUATERNARY AMMONIUM; TRANSFER ALKYLATION; ACYLIMIDAZOLE ALKYLATION; POLY(ETHYLENE GLYCOL); HOMOSERINE LACTONES; AMIDO SULFONES; DERIVATIVES;
D O I
10.1039/b914028j
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Phase-transfer catalysis is one of the most useful methodologies for practical syntheses given its operational simplicity and mild reaction conditions that enable its application in industrial processes. Cinchona alkaloids have been a popular, natural source of practical organocatalysts due largely to their excellent commercial availability and low cost. Since the first Cinchona alkaloid-derived phase-transfer catalysts was disclosed in 1981, diverse generations of Cinchona-derived phase-transfer catalysts have been developed and successfully applied to various asymmetric syntheses. In this feature article, we describe the generation of Cinchona-derived chiral phase-transfer catalysts according to the development stages and our efforts toward the design of polymeric Cinchona phase-transfer catalysts, the effects of the electronic functional group incorporated in the catalysts, and their application in asymmetric organic reactions.
引用
收藏
页码:7090 / 7103
页数:14
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