
Ivo Starý, Ph.D.
Vybrané publikace
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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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