Modular Synthesis of Chiral N-Protected β-Seleno Amines and Amides via Cleavage of 2-Oxazolidinones and Application in Palladium-Catalyzed Asymmetric Allylic Alkylation
A set of chiral β-seleno amines have been efficiently synthesized via the ring-opening reaction of chiral N-acyl oxazolidin-ones by selenium nucleophiles. These compounds could be transformed into β-seleno amides by reaction with acid chlorides. The present method is applicable to the synthesis of β-chalcogeno amides containing selenium, sulfur and tellurium atoms in good yields. Additionally, these
硒亲核试剂通过手性N-酰基恶唑烷酮的开环反应有效合成了一组手性β-硒胺。这些化合物可以通过与酰氯反应转化为β-硒代酰胺。本方法适用于以良好收率合成含硒、硫和碲原子的β-硫族酰胺。此外,这些新化合物在钯催化的不对称烯丙基烷基化反应中作为配体进行了评估,得到了高达 98% ee 的相应烷基化产物。
Synthesis and catalytic antioxidant activity of functionalized chalcogen-containing GPx mimics
作者:Damiano Tanini、Beatrice Lupori、Pierandrea Lo Nostro、Antonella Capperucci
DOI:10.1080/10426507.2019.1603233
日期:2019.7.3
and sulfur-containing selenides and tellurides were efficiently achieved from the corresponding epoxides, aziridines, and thiiranes through mild and regioselectiveringopening reactions. The thiol peroxidase catalytic activity was investigated by using the dithiothreitol (DTT) oxidation model. The results showed that the nature of the β-substituent plays a crucial role in modulating the catalytic
The thiol peroxidase-like activity of a series of novel functionalized tellurium containing catalysts has been investigated with different models. Dialkyl- and aryl-alkyl-tellurides, conveniently achieved through the ring opening of strained heterocycles, exhibited remarkable catalytic antioxidant activity, being able to reduce hydrogen peroxide in the presence of different thiols (benzenethiol, dithiothreitol