Bubnova Alexandra S, Philippova Anna N, Gribanov Pavel S, Smol'yakov Alexander F, Osipov Sergey N, Vorobyeva Daria V
A.N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, Vavilov str. 28/1, 119334 Moscow, Russia.
Org Biomol Chem. 2025 Jun 4;23(22):5396-5400. doi: 10.1039/d5ob00622h.
A convenient pathway to a new family of α,α-disubstituted α-amino acid derivatives bearing an aryl alkene moiety at the side chain has been developed. This method is based on hydroarylation of functional allenes with aryl boronic acids under Pd(II)/dppf catalysis. The studied reactions represent the first example of the metal-catalyzed arylation of allenyl-containing α-amino acid derivatives and allow for the efficient assembly of biologically valuable molecules under mild conditions in good yields and high regio- and stereoselectivity.
已开发出一条便捷途径，可用于合成一类新的α,α-二取代α-氨基酸衍生物，其侧链带有芳基烯烃部分。该方法基于在Pd(II)/dppf催化下，官能化丙二烯与芳基硼酸的氢芳基化反应。所研究的反应代表了含丙二烯基α-氨基酸衍生物金属催化芳基化的首例，并且能够在温和条件下以良好的产率以及高区域和立体选择性高效组装具有生物学价值的分子。
