手性伯胺催化Biginelli反应合成手性嘧啶酮化合物的影响因素研究

手性嘧啶酮类化合物具有重要的药理活性应用.采用手性伯胺与金属盐的复合催化体系催化Bigi-nelli反应,可以得到高立体选择性的手性嘧啶酮化合物.通过对各种反应条件的考察,结果表明,在NbCl5与QN-NH2的协同催化作用下得到较为理想的e.e.值(69%)和产率(74%).     

手性的控制：不对称有机催化——2021年诺贝尔化学奖成果简析

 2021年诺贝尔化学奖授予德国化学家Benjamin List和苏格兰裔美英籍化学家David MacMillan，以表彰他们在不对称有机催化领域的贡献。介绍了该诺奖工作的源头创新点和背景。阐述了手性化学、手性催化剂和不对称有机催化，及其对手性的控制。概括了有机催化和催化剂的类别。介绍了中国科学家和华人科学家在有机不对称催化领域的重要贡献，并对该领域的发展、研究现状和未来进行了展望。     

Enantioselective direct aldol-type reaction of 4-hydroxycoumarin with ethyl trifluoropyruvate catalyzed by modified cinchona alkaloids

A new enantioselective aldol-type reaction of 4-hydroxycoumarins and ethyl trifluoropyruvate has been developed. In the presence of (DHQD)₂PHAL (5 mol%), ethyl trifluoropyruvate could react with various 4-hydroxycoumarins to afford novel 4-hydroxycoumarin derivatives containing a tertiary trifluoromethyl alcohol center in good yields with moderate enantioselectivities.     

Privileged chiral catalysts in asymmetric Morita-Baylis-Hillman/aza-Morita-Baylis-Hillman reaction

In the past decade, the asymmetric Morita-Baylis-Hillman (MBH)/aza-Morita-Baylis-Hillman (aza-MBH) reaction has attracted great attention because it leads to the formation of densely functionalized products in a catalytic and atom-economic way. The MBH/aza-MBH adducts can be further applied in a wide variety of organic synthesis, such as peptide synthesis and heterocyclic compounds synthesis. After a lot of attempts to improve the enantioselectivity, many types of chiral organocatalysts have been identified as highly enantioselective organocatalysts in MBH/aza-MBH reaction. Especially, certain “privileged chiral catalysts” are highly enantioselective in MBH/aza-MBH reaction, which are designed and developed through introducing bi-/multi-functional groups on the so-called “privileged structures” such as cinchona alkaloids, BINAP/BINOL. This review summarizes the exciting advances about the design and development of chiral catalysts derived from “privileged structures” and their applications in asymmetric MBH/aza-MBH reaction.