Synthesis of Chiral β-Fluoroalkyl β-Amino Acid Derivatives via Palladium-Catalyzed Hydrogenation
Synthesis of Chiral β-Fluoroalkyl β-Amino Acid Derivatives via Palladium-Catalyzed Hydrogenation
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钯催化氢化合成手性 β-氟烷基 β-氨基酸衍生物
DOI：
10.1021/acs.joc.9b01523
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发表时间：
2019-08-16
影响因子：
3.6
通讯作者：
Peng, Yiyuan
中科院分区：
文献类型：
--
作者：
Chen, Mu-Wang;Yang, Qin;Peng, Yiyuan
成功地开发了一种钯催化的β-氟烷基β-氨基丙烯酸衍生物的对映选择性氢化反应，以良好的产率和优异的对映选择性提供了相应的手性β-氟烷基β-氨基酸衍生物。此外，通过简单的还原反应可以合成手性γ-氟烷基γ-氨基醇。通过氘标记实验探讨了反应机理。
An enantioselective palladium-catalyzed hydrogenation of beta-fluoroalkyl beta-amino acrylic acid derivatives has been successfully developed, providing the corresponding chiral beta-fluoroalkyl beta-amino acid derivatives in good yields with excellent enantioselectivities. In addition, chiral gamma-fluoroalkyl gamma-amino alcohol could be synthesized by a simple reduction of the corresponding hydrogenated product. The mechanism of the reaction was explored by deuterium-labeling experiments.