Vybrané publikace

An Ultimate Stereocontrol in Asymmetric Synthesis of Optically Pure Fully Aromatic Helicenes
An Ultimate Stereocontrol in Asymmetric Synthesis of Optically Pure Fully Aromatic Helicenes
Journal of the American Chemical Society 137 (26): 8469-8474 (2015)
The role of the helicity of small molecules in enantioselective \ncatalysis, molecular recognition, self-assembly, material science, \nbiology, and nanoscience is much less understood than that of point-, \naxial-, or planar-chiral molecules. To uncover the envisaged potential \nof helically chiral polyaromatics represented by iconic helicenes, their\n availability in an optically pure form through asymmetric synthesis is \nurgently needed. We provide a solution to this problem present since the\n birth of helicene chemistry in 1956 by developing a general synthetic \nmethodology for the preparation of uniformly enantiopure fully aromatic \n[5]-, [6]-, and [7]helicenes and their functionalized derivatives. [2 + 2\n + 2] Cycloisomerization of chiral triynes combined with asymmetric \ntransformation of the first kind (ultimately controlled by the \n1,3-allylic-type strain) is central to this endeavor. The \npoint-to-helical chirality transfer utilizing a traceless chiral \nauxiliary…

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