Alexandru Postole
About me
Background: B.Sc. and M.Sc. education in Synthetic Organic Chemistry from Düsseldorf, Germany. Currently, PhD student in Prof. Martín-Matute's group at Stockholm University, Sweden.
Research interest: Development of Organocatalytic Strategies for the synthesis of chiral molecules through the selective Isomerization of Allylic Compounds.
Popular science description: In one of my current projects, we address the synthesis of "enamides", which are versatile building blocks in organic chemistry. Introducing "chirality" into the enamides, that is selectively synthesizing one mirror-image of the enamide over the other one, would lead to a new synthetic route towards chiral molecules for potential medicinal applications. In our work, we develop a new method for the synthesis of chiral enamides with high yields and selectivities. Furthermore, we demonstrate their versatility by subsequent chemical transformations to access new complex scaffolds with unprecedented substitution patterns.
Publication: A. Postole, P. Martínez-Pardo, V. García-Vázquez, B. Martín-Matute, Chem Catalysis 2023, 3, 100813. DOI: https://doi.org/10.1016/j.checat.2023.100813.
Teaching
Teaching assistant in "Organisk kemi II" (KO3005) for Bachelor students.
Publications
A selection from Stockholm University publication database
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Synthesis of α,γ-Chiral Trifluoromethylated Amines through the Stereospecific Isomerization of α-Chiral Allylic Amines
2022. Víctor García-Vázquez (et al.). Bioorganic & Medicinal Chemistry Letters 24 (21), 3867-3871
ArticleRead more about Synthesis of α,γ-Chiral Trifluoromethylated Amines through the Stereospecific Isomerization of α-Chiral Allylic AminesChiral γ-branched aliphatic amines are present in a large number of pharmaceuticals and natural products. However, enantioselective methods to access these compounds are scarce and mainly rely on the use of designed chiral transition-metal complexes. Herein, we combined an organocatalytic method for the stereospecific isomerization of chiral allylic amines with a diastereoselective reduction of the chiral imine/enamine intermediates, leading to γ-trifluoromethylated aliphatic amines with two noncontiguous stereogenic centers, in excellent yields and high diastereo- and enantioselectivities. This approach has been used with primary amine substrates. This approach also provides a new synthetic pathway to chiral trifluoromethylated scaffolds, of importance in medicinal chemistry. Additionally, a gram-scale reaction demonstrates the applicability of this synthetic procedure.
Show all publications by Alexandru Postole at Stockholm University