Guangdong Provincial Key Laboratory of Chiral Molecules and Drug Discovery, School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510006, China.
Org Lett. 2021 Jun 4;23(11):4228-4232. doi: 10.1021/acs.orglett.1c01193. Epub 2021 May 24.
Enantioselective conjugate addition of azlactones to ethylene sulfonyl fluoride has been achieved via the cooperative catalysis with (DHQD)PHAL and a hydrogen-bond donor (HBD). This approach furnishes a facile access to a range of structurally diverse azlactone sulfonyl fluoride derivatives with good to excellent yields and enantioselectivities. The combination of azlactone and sulfonyl fluoride group produces valuable unnatural α-quaternary amino acid derivatives for the drug discovery.
（DHQD）PHAL 和氢键供体（HBD）协同催化实现了氮杂环丁酮与亚磺酰氟的对映选择性共轭加成。该方法为一系列结构多样的氮杂环丁酮亚磺酰氟衍生物提供了一种简便的合成途径，具有良好到优秀的收率和对映选择性。氮杂环丁酮和亚磺酰氟基团的组合为药物发现提供了有价值的非天然α-季铵氨基酸衍生物。
