Asymmetric synthesis of [7]helicene-like molecules |
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Authors: | Stará Irena G Alexandrová Zuzana Teplý Filip Sehnal Petr Starý Ivo Saman David Budesínský Milos Cvacka Josef |
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Institution: | Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Flemingovo nám. 2, 166 10 Prague 6, Czech Republic. stara@uochb.cas.cz |
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Abstract: | reaction: see text] A new approach to nonracemic 7]helicene-like molecules has been developed. Stereoselective Co(I)-mediated 2 + 2 + 2] cycloisomerization of aromatic triynes containing an asymmetric carbon atom produces 7]helicene-like scaffolds in diastereomeric ratios up to 100:0. This central-to-helical chirality transfer can be controlled by the absolute configuration at the asymmetric center and by the presence of carbon substituents. |
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