Laboratory of Organic Chemistry, D-CHAB, ETH Zurich, Vladimir-Prelog Weg 3, CH-8093 Zurich, Switzerland.
Org Lett. 2021 Mar 5;23(5):1753-1757. doi: 10.1021/acs.orglett.1c00172. Epub 2021 Feb 16.
Fluorinated malonic acid half thioesters (F-MAHTs) were used as thioester enolate equivalents in organocatalyzed addition reactions to isatins. The products from a range of different -protected and nonprotected isatins were obtained under mild reaction conditions in high yields and enantioselectivities. The unique reactivity of the thioester moiety enabled diverse derivatization and allowed for the straightforward access to a fluorinated analogue of the anticancer agent ()-YK-4-279, a therapeutically active compound against Ewing's sarcoma.
氟代丙二酸半硫代酯（F-MAHTs）可用作有机催化加成反应到色满酮的硫酯烯醇化物等价物。在温和的反应条件下，从一系列不同保护和非保护色满酮中获得了产物，收率和对映选择性高。硫酯部分的独特反应性使得各种衍生化成为可能，并能够直接获得抗癌剂（）-YK-4-279 的氟代类似物，这是一种对抗尤文肉瘤的治疗活性化合物。
